Integrin receptor antagonists

ABSTRACT

This invention relates to novel heterocycles including 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, which are useful as antagonists of the α v  β 3  integrin and related cell surface adhesive protein receptors, to pharmaceutical compositions containing such compounds, processes for preparing such compounds, and to methods of using these compounds, alone or in combination with other therapeutic agents, for the inhibition of cell adhesion, the treatment of angiogenic disorders, inflammation, bone degradation, cancer metastasis, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis.

FIELD OF THE INVENTION

This application claims priority under 35 U.S.C. 119 (e) from provisional application Ser. No. 60/009,088, filed Dec. 22, 1995 and 60/025,699 filed Aug. 9, 1996.

This invention relates to novel heterocycles which are useful as antagonists of the α_(v) β₃ integrin and related cell surface adhesive protein receptors, to pharmaceutical compositions containing such compounds, processes for preparing such compounds, and to methods of using these compounds, alone or in combination with other therapeutic agents, for the inhibition of cell adhesion, the treatment of angiogenic disorders, inflammation, bone degradation, cancer metastasis, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis.

BACKGROUND OF THE INVENTION

Angiogenesis or neovascularization is critical for normal physiological processes such as embryonic development and wound repair (Folkman and Shing, J. Biol. Chem. 1992, 26:10931-10934; D'Amore and Thompson, Ann. Rev. Physiol. 1987, 49:453-464). However, angiogenesis also occurs pathologically, for example, in ocular neovascularization (leading to diabetic retinopathy, neovascular glaucoma, retinal vein occlusion and blindness), in rheumatoid arthritis and in solid tumors (Folkman and Shing, J. Biol. Chem., 1992, 267:10931-10934; Blood and Zetter, Biochim. Biophys. Acta., 1990, 1032:118-128).

Tumor dissemination, or metastasis, involves several distinct and complementary components, including the penetration and traversing of tumor cells through basement membranes and the establishment of self-sustaining tumor foci in diverse organ systems. To this end, angiogenesis is critical to tumor survival. Without neovascularization, tumor cells lack the nourishment to divide and will not be able to leave the primary tumor site (Folkman and Shing, J. Biol. Chem., 1992, 267:10931-10934).

Inhibition of angiogenesis in animal models of cancer has been shown to result in tumor growth suppression and prevention of metastatic growth (Herblin et al., Exp. Opin. Ther. Patents, 1994, 1-14). Many angiogenic inhibitors have been directed toward blocking initial cytokine-dependent induction of new vessel growth, e.g. antibodies to endothelial cell growth factors. However, these approaches are problematic because tumor and inflammatory cells can secrete multiple activators of angiogenesis (Brooks et al., Cell, 1994, 79:1157-1164). Therefore, a more general approach that would allow inhibition of angiogenesis due to a variety of stimuli would be of benefit.

The integrin α_(v) β₃, sometimes called the vitronectin receptor, is preferentially expressed on angiogenic blood vessels in chick and man (Brooks et al., Science, 1994, 264:569-571; Enenstein and Kramer, J. Invest. Dermatol., 1994, 103:381-386). α_(v) β₃ is the most promiscuous member of the integrin family, allowing endothelial cells to interact with a wide variety of extracellular matrix components (Hynes, Cell, 1992, 69:11-25). These adhesive interactions are considered to be critical for angiogenesis since vascular cells must ultimately be capable of invading virtually all tissues.

While integrin α_(v) β₃ promotes adhesive events important for angiogenesis, this receptor also transmits signals from the extracellular environment to the intracellular compartment (Leavesley et al., J. Cell Biol., 1993, 121:163-170, 1993). For example, the interaction between the α_(v) β₃ integrin and extracellular matrix components promotes a calcium signal required for cell motility.

During endothelium injury, the basement membrane zones of blood vessels express several adhesive proteins, including but not limited to von Willebrand factor, fibronectin, and fibrin. Additionally, several members of the integrin family of adhesion receptors are expressed on the surface of endothelial, smooth muscle and on other circulating cells. Among these integrins is α_(v) β₃, the endothelial cell, fibroblast, and smooth muscle cell receptor for adhesive proteins including von Willebrand factor, fibrinogen (fibrin), vitronectin, thrombospondin, and osteopontin. These integrins initiate a calcium-dependent signaling pathway that can lead to endothelial cell and smooth muscle cell migration and, therefore, may play a fundamental role in vascular cell biology.

Recently, an antibody to the α_(v) β₃ integrin has been developed that inhibits the interaction of this integrin with agonists such as vitronectin (Brooks et al., Science, 1994, 264:569-571). Application of this antibody has been shown to disrupt ongoing angiogenesis on the chick chorioallantoic membrane (CAM), leading to rapid regression of histologically distinct human tumor transplanted onto the CAM (Brooks et al., Cell, 1994, 79:1157-1164). In this model, antagonists of the α_(v) β₃ integrin induced apoptosis of the proliferating angiogenic vascular cells, leaving pre-existing quiescent blood vessels unaffected. Thus, α_(v) β₃ integrin antagonists have been shown to inhibit angiogenesis and are recognized as being useful as therapeutic agents for the treatment of human diseases such as cancer, restenosis, thromoembolic disorders, rheumatoid arthritis and ocular vasculopathies (Folkman and Shing, J. Biol. Chem., 1992, 267:10931-10934).

Increasing numbers of other cell surface receptors have been identified which bind to extracellular matrix ligands or other cell adhesion ligands thereby mediating cell-cell and cell-matrix adhesion processes. Like the α_(v) β₃ integrin, these receptors belong to the integrin gene superfamily and are composed of heterodimeric transmembrane glycoproteins containing α- and β-subunits. Integrin subfamilies contain a common β-subunit combined with different α-subunits to form adhesion receptors with unique specificity. The genes for eight distinct β-subunits have been cloned and sequenced to date.

The integrin α_(v) β₃ is a member of the β₃ integrin subfamily and has been described on platelets, endothelial cells, melanoma, smooth muscle cells, and osteoclasts (Horton and Davies, J. Bone Min. Res. 1989, 4:803-808; Davies et al., J. Cell. Biol. 1989, 109:1817-1826; Horton, Int. J. Exp. Pathol., 1990, 71:741-759). Like the major platelet integrin GPIIb/IIIa, the vitronectin receptor binds a variety of RGD-containing adhesive proteins such as vitronectin, fibronectin, von Willibrand factor, fibrinogen, osteopontin, bone sialoprotein II and thrombospondin in a manner mediated by the RGD sequence.

A key event in bone resorption is the adhesion of osteoclasts to the matrix of bone. Studies with monoclonal antibodies have implicated the α_(v) β₃ receptor in this process and suggest that a selective α_(v) β₃ antagonist would have utility in blocking bone resorption in diseases such as osteoporosis (Horton et al., J. Bone Miner. Res., 1993, 8:239-247; Helfrich et al., J. Bone Miner. Res., 1992, 7:335-343).

PCT Patent Application Publication Number WO94/08962, published Apr. 28, 1994 discloses fibrinogen receptor antagonists of the general formula shown below: ##STR1##

European Patent Application Publication Number 655,439, published May 31, 1995 discloses fibrinogen receptor antagonists of the general formula shown below: ##STR2##

PCT Patent Application Publication Number WO95/17397, published Jun. 29, 1995, discloses fibrinogen receptor antagonists of the general formula shown below: ##STR3##

PCT Patent Application Publication Number WO96/20192, published Jul. 4, 1996, discloses fibrinogen receptor antagonists of the general formula shown below: ##STR4##

Co-pending, commonly assigned U.S. patent application Ser. No. 08/455,768 filed May 31, 1995 discloses integrin inhibitors of the general formula shown below: ##STR5##

None of the above references discloses or suggests the compounds of the present invention which are described in detail below.

SUMMARY OF THE INVENTION

The present invention provides novel nonpeptide compounds which bind to integrin receptors thereby altering cell-matrix and cell-cell adhesion processes. The compounds of the present invention are useful for the inhibition of cell adhesion and the treatment (including prevention) of angiogenic disorders, inflammation, bone degradation, cancer metastases, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis.

One aspect of this invention provides novel compounds of Formula Ia, Ib or Ic (described below) which are useful as antagonists of the α_(v) β₃ integrin. The α_(v) β₃ integrin is also referred to as the α_(v) β₃ receptor or the vitronectin receptor. The compounds of the present invention inhibit the binding of vitronectin or other RGD-containing ligands to α_(v) β₃ and inhibit cell adhesion. The present invention also includes pharmaceutical compositions containing such compounds, and methods of using such compounds for the inhibition of angiogenesis, and/or for the treatment of disorders mediated by angiogenesis.

Another aspect of the present invention comprises agents that inhibit the binding of vitronectin to the α_(v) β₃ receptor for the treatment (including prevention) of thrombosis, which do not significantly alter hemostatic balance and do not significantly inhibit platelet aggregation and do not significantly inhibit coagulation. Also, the compounds of the current invention can be used for the treatment or prevention of restenosis.

The present invention also provides novel compounds, pharmaceutical compositions and methods which may be used in the treatment or prevention of other diseases which involve cell adhesion processes, including, but not limited to, rheumatoid arthritis, asthma, allergies, adult respiratory distress syndrome, graft versus host disease, organ transplantation, septic shock, psoriasis, eczema, contact dermatitis, osteoporosis, osteoarthritis, atherosclerosis, metastasis, wound healing, diabetic retinopathy, ocular vasculopathies, inflammatory bowel disease and other autoimmune diseases.

Also included in the present invention are pharmaceutical kits comprising one or more containers containing pharmaceutical dosage units comprising a compound of Formula Ia, Ib or Ic, for the therapeutic inhibition of cell adhesion, the treatment of angiogenic disorders, inflammation, bone degradation, cancer metastasis, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis.

DETAILED DESCRIPTION OF THE INVENTION

The present invention provides novel compounds of Formula Ia, Ib or Ic (described below) which bind to integrin receptors thereby altering cell-matrix and cell-cell adhesion processes. The compounds of the present invention are useful for the inhibition of cell adhesion and the treatment of angiogenic disorders, inflammation, bone degradation, cancer metastases, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis, in a mammal.

One aspect of this invention provides novel compounds of Formula Ia, Ib or Ic (described below) which are. useful as antagonists of the α_(v) β₃ integrin. The α_(v) β₃ integrin is also referred to as the α_(v) β₃ receptor or the vitronectin receptor. The compounds of the present invention inhibit the binding of vitronectin or other RGD-containing ligands to α_(v) β₃ and inhibit cell adhesion. The present invention also includes pharmaceutical compositions containing such compounds of Formula Ia, Ib or Ic, and methods of using such compounds for the inhibition of angiogenesis, and/or for the treatment of angiogenic disorders, inflammation, bone degradation, cancer metastases, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis, in a mammal.

1! One aspect of the present invention comprises compounds of Formula Ia: ##STR6## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon; R¹ is selected from: ##STR7## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--;

A¹ and B¹ are independently --CH₂ -- or --N(R³)--;

D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --;

E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --;

J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--;

R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl; (C₁ -C₆ alkyl)aminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl--, arylcarbonyl, C₁ -C₆ alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro;

R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, arylcarbonyl, or

alternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ;

U is selected from:

--(CH₂)_(n) --,

--(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --,

--(CH₂)_(n) (C.tbd.C)(CH₂)_(m) --,

--(CH₂)_(t) Q(CH₂)_(m) --,

--(CH₂)_(n) O(CH₂)_(m) --,

--(CH₂)_(n) N(R⁶)(CH₂)_(m) --,

--(CH₂)_(n) C(═O)(CH₂)_(m) --,

--(CH₂)_(n) (C═O)N(R⁶)(CH₂)_(m) --

--(CH₂)_(n) N(R⁶)(C═O)(CH²)_(m) --, or

--(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;

wherein one or more of the methylene groups in U is optionally substituted with R⁷ ;

Q is selected from 1,2-cycloalkylene, 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, 2,4-pyridinylene, or 3,4-pyridazinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-;

R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, N(R⁶)₂, halogen, NO₂, CN, CF₃, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is selected from:

--(C(R¹²)₂)_(q) C(═O)N(R¹³)--, or --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --;

X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; or

alternatively, W and X can be taken together to be ##STR8## R¹² is selected from H, halogen, C₁ -C₆ alkyl C₂ -C₆ alkenyl, C₂ -C₆ alkynyl, C₃ -C₇ cycloalkyl, C₄ -C₁₀ cycloalkylalkyl, (C₁ -C₄ alkyl)carbonyl, aryl, or aryl(C₁ -C₆ alkyl)-;

R¹³ is selected from H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-;

R¹⁴ is selected from:

H, C₁ -C₆ alkylthio (C₁ -C₆ alkyl)-, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl₁ C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O) R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ;

R¹⁵ is selected from:

H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, (C₁ -C₁₀ alkyl)carbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₁ -C₁₀ alkenyl, C₁ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ;

Y is selected from:

--COR¹⁹, --SO₃ H, --PO₃ H, tetrazolyl, --CONHNHSO₂ CF₃, --CONHSO₂ R¹⁷, --CONHSO₂ NHR¹⁷, --NHCOCF₃, --NHCONHSO₂ R¹⁷, --NHSO₂ R¹⁷, --OPO₃ H₂, --OSO₃ H, --PO₃ H₂, --SO₃ H, SO₂ NHCOR¹⁷, --SO₂ NHCO₂ R¹⁷, ##STR9## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

--C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo,cyano, amino, CF₃, and NO₂ ;

R¹⁸ is selected from:

H, --C(═O)--O--R¹⁷, --C(═O)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ;

R¹⁹ is selected from: hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, aryloxy, aryl(C₁ -C₆ alkoxy)- , C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-;

R²⁰ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R²¹ is selected from: COOH or NR⁶ ₂ ;

m is 0-4;

n is 0-4;

t is 0-4;

p is 0-2;

q is 0-2; and

r is 0-2;

with the following provisos:

(1) t, n, m and q are chosen such that the number of atoms connecting R¹ and Y is in the range of 10-14; and

(2) n and m are chosen such that the value of n plus m is greater than one unless U is --(CH₂)_(t) Q(CH₂)_(m) --.

2! Preferred compounds of the invention as described above are compounds of the Formula Ia: ##STR10## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;

R¹ is selected from: ##STR11## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--;

A¹ and B¹ are independently --CH₂ -- or --N(R³)--;

D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --;

E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ (R⁵)₂ --;

J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--;

R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, C₁ -C₆ alkylaminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C_(l) -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro;

R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, C₂ -C₇ alkylcarbonyl, arylcarbonyl or

alternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ;

U is selected from:

--(CH₂)_(n) --,

--(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --,

--(CH₂)_(t) Q(CH₂)_(m) --,

--(CH₂)_(n) O(CH₂)_(m) --,

--(CH₂)_(n) N(R⁶)(CH₂)_(m) --,

--(CH₂)_(n) C(═O)(CH₂)_(m) --, or

--(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;

wherein one or more of the methylene groups in U is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyyrdinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-;

R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, N(R⁶)₂, halogen, NO₂, CN, CF₃, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹ C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹ ₁ aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹ C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --;

X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--;

alternatively, W and X can be taken together to be ##STR12## R¹² is H or C₁ -C₆ alkyl; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-;

R¹⁴ is selected from:

H, C₁ -C₆ alkylthioalkyl, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, or provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ;

R¹⁵ is selected from:

H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, C₁ -C₁₀ alkylcarbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl ,C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷ or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be substituted independently with 0-2 R¹¹ ;

Y is selected from: ##STR13## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo,cyano, amino, CF₃, and NO₂ ;

R¹⁸ is selected from:

H,

--C(═O)--O--R¹⁷,

--C(═O)--R¹⁷,

--C(═O)--NH--R¹⁷,

--SO₂ --R¹⁷, or

--SO₂ --NR²⁰ R¹⁷ ;

R¹⁹ is selected from: hydroxy, C₁ -C₁₀ alkyloxy,

C₃ -C₁₁ cycloalkyloxy, C₆ -C₁₀ aryloxy,

C₇ -C₁₁ aralkyloxy, C₃ -C₁₀ alkylcarbonyloxyalkyloxy,

C₃ -C₁₀ alkoxycarbonyloxyalkyloxy,

C₂ -C₁₀ alkoxycarbonylalkyloxy,

C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy,

C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy,

C₅ -C₁₀ cycloalkoxycarbonylalkyloxy,

C₇ -C₁₁ aryloxycarbonylalkyloxy,

C₈ -C₁₂ aryloxycarbonyloxyalkyloxy,

C₈ -C₁₂ arylcarbonyloxyalkyloxy,

C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy,

C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-;

R²⁰ selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0-4;

n is 0-4;

p is 0-2;

q is 0-2;

t is 0-4; and

r is 0-2.

3! Further preferred compounds of the invention as described above are compounds of the Formula IIa or IIb: ##STR14## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof wherein:

X¹ and X₃ are independently selected from nitrogen or carbon;

R¹ is selected from: ##STR15## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl;

U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyrrdinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl);

R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, halogen, CO₂ R¹⁷, CONR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is --C(═O)--N(R¹³)--;

X is --CH(R¹⁴)--CH(R¹⁵)--;

R¹³ is H or CH₃ ;

R¹⁴ is selected from:

H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁵ is H or R¹⁶ ;

Y is --COR¹⁹ ;

R¹⁶ is selected from:

--NH (R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --N(R²⁰) R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁹ is selected from:

hydroxy, C₁ -C₁₀ alkoxy,

methylcarbonyloxymethoxy-,

ethylcarbonyloxymethoxy-,

t-butylcarbonyloxymethoxy-,

cyclohexylcarbonyloxymethoxy-,

1-(methylcarbonyloxy)ethoxy-,

1-(ethylcarbonyloxy)ethoxy-,

1-(t-butylcarbonyloxy)ethoxy-,

1-(cyclohexylcarbonyloxy)ethoxy-,

i-propyloxycarbonyloxymethoxy-,

t-butyloxycarbonyloxymethoxy-,

1-(i-propyloxycarbonyloxy)ethoxy-,

1-(cyclohexyloxycarbonyloxy)ethoxy-,

1-(t-butyloxycarbonyloxy)ethoxy-,

dimethylaminoethoxy-,

diethylaminoethoxy-,

(5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or

1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-;

R²⁰ is H or CH₃ ;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0 or 1;

n is 1-4; and

t is 0 or 1.

4! Still further preferred compounds of the above invention are compounds of the Formula IIa or IIb: ##STR16## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof wherein: X₁ and X₃ are independently selected from nitrogen or carbon, provided that at least one of X₁ and X₃ is carbon;

R¹ is selected from: ##STR17## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl;

U is --(CH₂)_(n) --, --(CH₂)_(t) Q (CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R7 is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl);

R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, halogen, CO₂ R¹⁷, CONR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹ C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;W is --C(═O)--N(R¹³)--;

W is --C(═O)-N(R¹³)--;

X is --CH(R¹⁴)--CH(R¹⁵)--;

R¹³ is H or CH₃ ;

R¹⁴ is selected from:

H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁵ is H or R¹⁶ ;

Y is --COR¹⁹ ;

R¹⁶ is selected from:

--N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁹ is selected from:

hydroxy, C₁ -C₁₀ alkoxy,

methylcarbonyloxymethoxy-,

methylcarbonyloxymethoxy-,

t-butylcarbonyloxymethoxy-,

cyclohexylcarbonyloxymethoxy-,

1-(methylcarbonyloxy)ethoxy-,

1-(ethylcarbonyloxy)ethoxy-,

1-(t-butylcarbonyloxy)ethoxy-,

1-(cyclohexylcarbonyloxy)ethoxy-,

i-propyloxycarbonyloxymethoxy-,

t-butyloxycarbonyloxymethoxy-,

1-(i-propyloxycarbonyloxy)ethoxy-,

1-(cyclohexyloxycarbonyloxy)ethoxy-,

1-(t-butyloxycarbonyloxy)ethoxy-,

dimethylaminoethoxy-,

diethylaminoethoxy-,

(5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or

1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-;

R²⁰ is H or CH₃ ;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0 or 1;

n is 1-4; and

t is 0 or 1.

5! Specifically preferred compounds of the invention as described above are compounds of Formula Ia, including enantiomeric or diasteriomeric forms thereof, or mixtures of enantiomeric or diasteriomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, selected from the group consisting of:

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)-propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1-8 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, and

3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid.

Also specifically preferred are ester prodrugs of the specifically preferred compounds of Formula Ia, said esters being chosen from the group consisting of:

methyl,

ethyl,

isopropyl,

n-butyl,

isobutyl,

benzyl,

methylcarbonyloxymethyl,

ethylcarbonyloxymethyl,

tert-butylcarbonyloxymethyl,

cyclohexylcarbonyloxymethyl,

tert-butyloxycarbonyloxymethyl,

dimethylaminoethyl,

diethylaminoethyl,

morpholinoethyl, pyrrolidinoethyl, and

trimethylanimonioethyl.

6! Another aspect of the present invention comprises compounds of Formula Ib: ##STR18## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;

R¹ is selected from: ##STR19## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--;

A¹ and B¹ are independently --CH₂ -- or --N(R³)--;

D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --;

E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --;

J, K, L and M are independently selected from: --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--;

R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl; (C₁ -C₆ alkyl)aminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, or arylcarbonyl, C₁ -C₆ alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro;

R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroalry (C₁ -C₆ alkyl);

R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³ halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)(C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, arylcarbonyl, or

alternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ;

U is selected from:

--(CH₂)_(n) --,

--(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --

--(CH₂)_(n) (C.tbd.C)(CH₂)_(m) --

--(CH₂)_(t) Q(CH₂)_(m) --

--(CH₂)_(n) O(CH₂)_(m) --,

--(CH₂)_(n) N(R⁶)(CH₂)_(m) --,

--(CH₂)_(n) C(═O)(CH₂)_(m) --,

--(CH₂)_(n) (C═O)N(R⁶)(CH₂)_(m) --

--(CH₂)_(n) N(R⁶)(C═O)(CH₂)_(m) --, or

--(CH₂)_(n) S (O)_(p) (CH₂)_(m) --;

wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from: 1,2-cycloalkylene, 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, 2,4-pyridinylene, or 3,4-pyridazinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-;

R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is selected from:

--(C(R¹²)₂)_(q) C(═O)N(R¹³)--, or

--C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --;

X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; or

alternatively, W and X can be taken together to be ##STR20## R¹² is selected from: H, halogen, C₁ -C₆ alkyl, C₂ -C₆ alkenyl, C₂ -C₆ alkynyl, C₃ -C₇ cycloalkyl, C₄ -C₁₀ cycloalkylalkyl, (C₁ -C₄ alkyl)carbonyl, aryl, or aryl(C₁ -C₆ alkyl)-;

R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-;

R¹⁴ is selected from:

H, C₁ -C₆ alkylthio(C₁ -C₆ alkyl)-, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ;

R¹⁵ is selected from:

H, R¹⁶ C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, (C₁ -C₁₀ alkyl)carbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₁ -C₁₀ alkenyl, C₁ -C₁₀ alkynyl ,C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ;

Y is selected from:

--COR¹⁹, --SO₃ H, --PO₃ H, tetrazolyl, --CONHNHSO₂ CF₃, --CONHSO₂ R¹⁷, --CONHSO₂ NHR¹⁷, --NHCOCF₃, --NHCONHSO₂ R¹⁷, --NHSO₂ R¹⁷, --OPO₃ H₂, --OSO₃ H, --PO₃ H₂, --SO₃ H, --SO₂ NHCOR¹⁷, --SO₂ NHCO₂ R¹⁷, ##STR21## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo,cyano, amino, CF₃, and NO₂ ;

R¹⁸ is selected from:

H,

--C(═O)--O--R¹⁷,

--C(═O)--R¹⁷,

--C(═O)--NH--R¹⁷,

--SO₂ --R¹⁷, or

--SO₂ --NR²⁰ R¹⁷ ;

R¹⁹ is selected from hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, aryloxy, aryl(C₁ -C₆ alkoxy)-, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N-(C₁ -C₁₀ alkoxy)-;

R²⁰ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0-4;

n is 0-4;

t is 0-4;

p is 0-2;

q is 0-2; and

r is 0-2;

with the following provisos:

(1) t, n, m and q are chosen such that the number of atoms connecting R¹ and Y is in the range of 10-14; and

(2) n and m are chosen such that the value of n plus m is greater than one unless U is --(CH₂)_(n) Q(CH₂)_(m) --.

7! Preferred compounds of the invention as described above are compounds of the Formula Ib: ##STR22## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;

R¹ is selected from: ##STR23## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--;

A¹ and B¹ are independently --CH₂ -- or --N(R³)--;

D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --;

E--F is --C(R⁴) ═C(R⁵)--, -N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --;

J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--;

R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, C₁ -C₆ alkylaminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro;

R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, C₂ -C₇ alkylcarbonyl, arylcarbonyl or

alternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ;

U is selected from:

--(CH₂)_(n) --,

--(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --

--(CH₂)_(t) Q(CH₂)_(m) --,

--(CH₂)_(n) O(CH₂)_(m) --,

--(CH₂)_(n) N(R⁶)(CH₂)_(m) --,

--(CH₂)_(n) C(═O)(CH₂)_(m) --, or

--(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;

wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-;

R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹ aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹ aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --;

X is --C (R¹²)(R¹⁴)--C (R¹²)(R¹⁵)--;

alternatively, W and X can be taken together to be ##STR24## R¹² is H or C₁ -C₆ alkyl; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-;

R¹⁴ is selected from:

H, C₁ -C₆ alkylthioalkyl, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₀ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷ or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ;

R¹⁵ is selected from:

H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, C₁ -C₁₀ alkylcarbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl ,C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ;

Y is selected from: ##STR25## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷ or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₀ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo,cyano, amino, CF₃, and NO₂ ;

R¹⁸ is selected from:

H,

--C(═O)--O--R¹⁷,

--C(═O)--R¹⁷,

--C(═O)--NH--R¹⁷,

--SO₂ --R¹⁷, or

--SO₂ --NR²⁰ R¹⁷ ;

R¹⁹ is selected from hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, C₆ -C₁₀ aryloxy, C₇ -C₁₁ aralkyloxy, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-;

R²⁰ selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0-4;

n is 0-4;

t is 0-4;

p is 0-2;

q is 0-2; and

r is 0-2.

8! Further preferred compounds of the invention as described above are compounds of the Formula IIc or IId: ##STR26## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

X¹ and X₃ are independently selected from nitrogen or carbon;

R¹ is selected from: ##STR27## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl;

U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyrdinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl);

R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹ l or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹ (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹ (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is --C(═O)--N(R¹³)--;

X is --CH(R¹⁴)--CH(R¹⁵)--;

R¹³ is H or CH₃ ;

R¹⁴ is selected from:

H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁵ is H or R¹⁶ ;

Y is --COR¹⁹ ;

R¹⁶ is selected from:

--NH(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --N(R²⁰)R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁹ is selected from:

hydroxy, C₁ -C₁₀ alkoxy,

methylcarbonyloxymethoxy-,

ethylcarbonyloxymethoxy-,

t-butylcarbonyloxymethoxy-,

cyclohexylcarbonyloxymethoxy-,

1-(methylcarbonyloxy)ethoxy-,

1-(ethylcarbonyloxy)ethoxy-,

1-(t-butylcarbonyloxy)ethoxy-,

1-(cyclohexylcarbonyloxy)ethoxy-,

i-propyloxycarbonyloxymethoxy-,

t-butyloxycarbonyloxymethoxy-,

1-(i-propyloxycarbonyloxy)ethoxy-,

1-(cyclohexyloxycarbonyloxy)ethoxy-,

1-(t-butyloxycarbonyloxy)ethoxy-,

dimethylaminoethoxy-,

diethylaminoethoxy-,

(5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or

1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-;

R²⁰ is H or CH₃ ;

R²¹ is selected from COOH or NR⁶ ₂ ; and

m is 0 or 1;

n is 1-4; and

t is 0 or 1.

9! Still further preferred compounds of the above invention are compounds of the Formula IIc or IId: ##STR28## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

X₁ and X₃ are independently selected from nitrogen or carbon, provided that at least one of X₁ and X₃ is carbon;

R¹ is selected from: ##STR29## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl and C₃ -C₇ cycloalkyl:

U is --(CH₂)_(n) --, --(CH₂)_(t) Q (CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R7 is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl);

R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--;

W is --C(═O)--N(R¹³)--;

X is --CH(R¹⁴)--CH(R¹⁵)--;

R¹³ is H or CH₃ ;

R¹⁴ is selected from:

H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁵ is H or R¹⁶ ;

Y is --COR¹⁹ ;

R¹⁶ is selected from:

--N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁹ is selected from:

hydroxy, C₁ -C₁₀ alkoxy,

methylcarbonyloxymethoxy-,

ethylcarbonyloxymethoxy-,

t-butylcarbonyloxymethoxy-,

cyclohexylcarbonyloxymethoxy-,

1-(methylcarbonyloxy)ethoxy-,

1-(ethylcarbonyloxy)ethoxy-,

1-(t-butylcarbonyloxy)ethoxy-,

1-(cyclohexylcarbonyloxy)ethoxy-,

i-propyloxycarbonyloxymethoxy-,

t-butyloxycarbonyloxymethoxy-,

1-(i-propyloxycarbonyloxy)ethoxy-,

1-(cyclohexyloxycarbonyloxy)ethoxy-,

1-(t-butyloxycarbonyloxy)ethoxy-,

dimethylaminoethoxy-,

diethylaminoethoxy-,

(5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or

1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-;

R²⁰ is H or CH₃ ;

R²¹ is selected from COOH or NR⁶ ₂ ; and

m is 0 or 1;

n is 1-4; and

t is 0 or 1.

10! Specifically preferred compounds of the invention as described above are compounds of Formula Ib, including enantiomeric or diasteriomeric forms thereof, or mixtures of enantiomeric or diasteriomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, selected from the group consisting of:

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!-indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!-indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid,

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid,

3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, and

3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid.

11! Also specifically preferred are ester prodrugs of the specifically preferred compounds of Formula Ib, said esters being chosen from the group consisting of:

methyl,

ethyl,

isopropyl,

n-butyl,

isobutyl,

benzyl,

methylcarbonyloxymethyl,

ethylcarbonyloxymethyl,

tert-butylcarbonyloxymethyl,

cyclohexylcarbonyloxymethyl,

tert-butyloxycarbonyloxymethyl,

dimethylaminoethyl, and

diethylaminoethyl,

pyrroldinoethyl, and

trimethylanimonioethyl.

12! Yet another aspect of the present invention comprises compounds of Formula Ic: ##STR30## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms, thereof wherein:

X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X₁, X², X³ and X⁴ are carbon;

R¹ is selected from: ##STR31## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--;

A¹ and B¹ are independently --CH₂ -- or --N(R³)--;

D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --;

E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --;

J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--;

R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl; (C₁ -C₆ alkyl)aminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, or arylcarbonyl, C₁ -C₆ alkylsulfonyl, arylsulfonyl aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro;

R³ is selected from: H, C₁ -C₆ alkyl, C_(3-C) ₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, arylcarbonyl, or

alternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ;

U is selected from:

--(CH₂)_(n) --,

--(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --

--(CH₂)_(n) (C.tbd.C)(CH₂)_(m) --

--(CH₂)_(t) Q(CH₂)_(m) --

--(CH₂)_(n) O(CH₂)_(m) --,

--(CH₂)_(n) N(R⁶)(CH₂)_(m) --,

--(CH₂)_(n) C(═O)(CH₂)_(m) --,

--(CH₂)_(n) (C═O)N(R⁶)(CH₂)_(m) --

--(CH₂)_(n) N(R⁶)(C═O)(CH₂)_(m) --, or

--(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;

wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-cycloalkylene, 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, 2,4-pyridinylene, or 3,4-pyridazinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-;

R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is selected from:

--(C(R¹²)₂)_(q) C(═O)N(R¹³)--, or

--C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --;

X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; or

alternatively, W and X can be taken together to be ##STR32## R¹² is selected from: H, halogen, C₁ -C₆ alkyl, C₂ -C₆ alkenyl, C₂ -C₆ alkynyl, C₃ -C₇ cycloalkyl, C₄ -C₁₀ cycloalkylalkyl, (C₁ -C₄ alkyl)carbonyl, aryl, or aryl(C₁ -C₆ alkyl)-;

R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)

R¹⁴ is selected from:

H, C₁ -C₆ alkylthio(C₁ -C₆ alkyl)-, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ;

R¹⁵ is selected from:

H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, (C₁ -C₁₀ alkyl)carbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₁ -C₁₀ alkenyl, C₁ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ;

Y is selected from:

--COR¹⁹, --SO₃ H, --PO₃ H, tetrazolyl, --CONHNHSO₂ CF₃, --CONHSO₂ R¹⁷, --CONHSO₂ NHR¹⁷, --NHCOCF₃, --NHCONHSO₂ R¹⁷, --NHSO₂ R¹⁷, --OPO₃ H₂, --OSO₃ H, --PO₃ H₂, --SO₃ H, --SO₂ NHCOR¹⁷, --SO₂ NHCO₂ R¹⁷, ##STR33## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁸ is selected from:

H,

--C(═O)--O--R¹⁷,

--C(═O)--R¹⁷,

--C(═O)--NH--R¹⁷,

--SO₂ --R¹⁷, or

--SO₂ --NR²⁰ R¹⁷ ;

R¹⁹ is selected from hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, aryloxy, aryl(C₁ -C₆ alkoxy)-, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-;

R²⁰ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0-4;

n is 0-4;

p is 0-2;

q is 0-2; and

r is 0-2;

with the following provisos:

(1) t, n, m and q are chosen such that the number of atoms connecting R¹ and Y is in the range of 10-14; and

(2) n and m are chosen such that the value of n plus m is greater than one unless U is --(CH₂)_(t) Q(CH₂)_(m) --.

13! Preferred compounds of the invention as described above are compounds of the Formula Ic: ##STR34## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof wherein:

X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;

R¹ is selected from: ##STR35## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--;

A¹ and B¹ are independently --CH₂ -- or --N(R³)--;

D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --;

E-F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --;

J, K, L and M are independently selected from: --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--;

R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, C₁ -C₆ alkylaminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro;

R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, C₂ -C₇ alkylcarbonyl, arylcarbonyl or

alternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ;

U is selected from:

--(CH₂)_(n) --,

--(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --

--(CH₂)_(t) Q(CH₂)_(m) --,

--(CH₂)_(n) O(CH₂)_(m) --,

--(CH₂)_(n) N(R⁶)(CH₂)_(m) --,

--(CH₂)_(n) C(═O)(CH₂)_(m) --, or

--(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;

wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cylcloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-;

R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --;

X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; alternatively, W and X can be taken together to be ##STR36## R¹² is H or C₁ -C₆ alkyl; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-;

R¹⁴ is selected from:

H, C₁ -C₆ alkylthioalkyl, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ;

R¹⁵ is selected from:

H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, C₁ -C₁₀ alkylcarbonyl, aryl(C₁ -C₆ alkyl)carbonyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ;

Y is selected from: ##STR37## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo,cyano, amino, CF₃, and NO₂ ;

R¹⁸ is selected from:

H,

--C(═O)--O--R¹⁷,

--C(═O)--R¹⁷,

--C(═O)--NH--R¹⁷,

--SO₂ --R¹⁷, or

--SO₂ --NR²⁰ R¹⁷ ;

R¹⁹ is selected from: hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, C₆ -C₁₀ aryloxy, C₇ -C₁₁ aralkyloxy, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-;

R²⁰ selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-;

R²¹ is selected from COOH or NR⁶ ₂ ;

m is 0-4;

n is 0-4;

t is 0-4;

p is 0-2;

q is 0-2; and

r is 0-2.

14! Further preferred compounds of the invention as described above are compounds of the Formula IIe or IIf: ##STR38## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein:

R¹ is selected from: ##STR39## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl;

U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyrdinylene, or 2,4-pyridinylene;

R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl;

R7 is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl);

R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹ aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹ ₁ aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;

W is --C(═O)--N(R¹³)--;

X is --CH(R¹⁴)--CH(R¹⁵)--;

R¹³ is H or CH₃ ;

R¹⁴ is selected from:

H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁵ is H or R¹⁶ ;

Y is --COR¹⁹ ;

R¹⁶ is selected from:

--NH(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --N(R²⁰)R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁹ is selected from:

hydroxy, C₁ -C₁₀ alkoxy,

methylcarbonyloxymethoxy-,

ethylcarbonyloxymethoxy-,

t-butylcarbonyloxymethoxy-,

cyclohexylcarbonyloxymethoxy-,

1-(methylcarbonyloxy)ethoxy-,

1-(ethylcarbonyloxy)ethoxy-,

1-(t-butylcarbonyloxy)ethoxy-,

1-(cyclohexylcarbonyloxy)ethoxy-,

i-propyloxycarbonyloxymethoxy-,

t-butyloxycarbonyloxymethoxy-,

1-(i-propyloxycarbonyloxy)ethoxy-,

1-(cyclohexyloxycarbonyloxy)ethoxy-,

1-(t-butyloxycarbonyloxy)ethoxy-,

dimethylaminoethoxy-,

diethylaminoethoxy-,

(5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or

1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-;

R²⁰ is H or CH₃ ;

R²¹ is selected from COOH or NR⁶ ₂ ; and

m is 0 or 1;

n is 1-4; and

t is 0 or 1.

15! Still further preferred compounds of the above described are compounds of the Formula IIe or IIf: ##STR40## including stereoisomeric forms thereof, or mixtures of stereoisomeric forms thereof, or pharmaceutically acceptable salt or prodrug forms thereof, wherein: R¹ is selected from: ##STR41## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl:

U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ;

Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene;

R⁶ selected from: H, C₁ -C₄ alkyl, or benzyl;

R7 is selected from C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl);

R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)-substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ;

R¹¹ is selected from H, halogen, CF₃ CN, NO₂, hydroxy, NR² R³ C₁ -C₄ alkyl substituted with 0-1 R²¹ C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)-substituted with 0-1 R²¹ (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹ (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;W is --C(═O)--N(R¹³)--;

W is --C(═O)--N(R¹³)--;

X is --CH(R¹⁴)--CH(R¹⁵)

R¹³ is H or CH₃ ;

R¹⁴ is selected from:

H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁵ is H or R¹⁶ ;

Y is --COR¹⁹ ;

R¹⁶ is selected from:.

--NH(R²⁰)--C(═O)--O--R¹⁷,

--N(R²⁰)--C(═O)--R¹⁷,

--N(R²⁰)--C(═O)--NH--R¹⁷,

--N(R²⁰)SO₂ --R¹⁷, or

--N(R²⁰)SO₂ --NR²⁰ R¹⁷ ;

R¹⁷ is selected from:

C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ;

R¹⁹ is selected from:

hydroxy, C₁ -C₁₀ alkoxy,

methylcarbonyloxymethoxy-,

ethylcarbonyloxymethoxy-,

t-butylcarbonyloxymethoxy-,

cyclohexylcarbonyloxymethoxy-,

1-(methylcarbonyloxy)ethoxy-,

1-(ethylcarbonyloxy)ethoxy-,

1-(t-butylcarbonyloxy)ethoxy-,

1-(cyclohexylcarbonyloxy)ethoxy-,

i-propyloxycarbonyloxymethoxy-,

t-butyloxycarbonyloxymethoxy-,

1-(i-propyloxycarbonyloxy)ethoxy-,

1-(cyclohexyloxycarbonyloxy)ethoxy-,

1-(t-butyloxycarbonyloxy)ethoxy-,

dimethylaminoethoxy-,

diethylaminoethoxy-,

(5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-,

(1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or

1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-;

R²⁰ is H or CH₃ ;

R²¹ is selected from COOH or NR⁶ ₂ ; and

m is 0 or 1;

n is 1-4; and

t is 0 or 1.

In the present invention it has been discovered that the compounds of Formula Ia, Ib or Ic above are useful as inhibitors of cell-matrix and cell-cell adhesion processes. The present invention includes novel compounds of Formula Ia, Ib or Ic and methods for using such compounds for the prevention or treatment of diseases resulting from abnormal cell adhesion to the extracellular matrix which comprises administering to a host in need of such treatment a therapeutically effective amount of such compound of Formula Ia, Ib or Ic.

In the present invention it has also been discovered that the compounds of Formula Ia, Ib or Ic above are useful as inhibitors of α_(v) β₃. The compounds of the present invention inhibit the binding of vitronectin to α_(v) β₃ and inhibit cell adhesion.

The present invention also provides pharmaceutical compositions comprising a compound of Formula Ia, Ib or Ic and a pharmaceutically acceptable carrier.

The compounds of Formula Ia, Ib or Ic of the present invention are useful for the treatment (including prevention) of angiogenic disorders, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula Ia, Ib or Ic described above. The term "angiogenic disorders" as used herein includes conditions involving abnormal neovascularization, such as tumor metastasis and ocular neovascularization, including, for example, diabetic retinopathy, neovascular glaucoma, age-related macular degeneration, and retinal vein occlusion.

The compounds of Formula Ia, Ib or Ic of the present invention are also useful for the treatment (including prevention) of thromboembolic disorders, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula Ia, Ib or Ic described above. The term "thromboembolic disorders" as used herein includes conditions involving platelet activation and aggregation, such as arterial or venous cardiovascular or cerebrovascular thromboembolic disorders, including, for example, thrombosis, unstable angina, first or recurrent myocardial infarction, ischemic sudden death, transient ischemic attack, stroke, atherosclerosis, venous thrombosis, deep vein thrombosis, thrombophlebitis, arterial embolism, coronary and cerebral arterial thrombosis, myocardial infarction, cerebral embolisms, kidney embolisms, pulmonary embolisms, or such disorders associated with diabetes.

The compounds of Formula Ia, Ib or Ic of the present invention may also be useful for the treatment or prevention of other diseases which involve cell adhesion processes, including, but not limited to, inflammation, bone degradation, restenosis, rheumatoid arthritis, asthma, allergies, adult respiratory distress syndrome, graft versus host disease, organ transplantation rejection, septic shock, psoriasis, eczema, contact dermatitis, osteoporosis, osteoarthritis, atherosclerosis, inflammatory bowel disease and other autoimmune diseases. The compounds of Formula Ia, Ib or Ic of the present invention may also be useful for wound healing.

The compounds of the present invention may be used for other ex vivo applications to prevent cellular adhesion in biological samples.

The compounds of the present invention can also be administered in combination with one or more additional therapeutic agents selected from: anti-coagulant or coagulation inhibitory agents, such as heparin or warfarin; anti-platelet or platelet inhibitory agents, such as aspirin, piroxicam, or ticlopidine; thrombin inhibitors such as boropeptides, hirudin or argatroban; or thrombolytic or fibrinolytic agents, such as plasminogen activators, anistreplase, urokinase, or streptokinase.

The compounds of Formula Ia, Ib or Ic of the present invention can be administered in combination with one or more of the foregoing additional therapeutic agents, thereby to reduce the doses of each drug required to achieve the desired therapeutic effect. Thus, the combination treatment of the present invention permits the use of lower doses of each component, with reduced adverse, toxic effects of each component. A lower dosage minimizes the potential of side effects of the compounds, thereby providing an increased margin of safety relative to the margin of safety for each component when used as a single agent. Such combination therapies may be employed to achieve synergistic or additive therapeutic effects for the treatment of thromboembolic or other disorders.

By "therapeutically effective amount" is meant an amount of a compound of Formula Ia, Ib or Ic that when administered alone or in combination with an additional therapeutic agent to a cell or mammal is effective to prevent or ameliorate the disease condition or the progression of the disease.

By "administered in combination" or "combination therapy" it is meant that the compound of Formula Ia, Ib or Ic and one or more additional therapeutic agents are administered concurrently to the mammal being treated. When administered in combination each component may be administered at the same time or sequentially in any order at different points in time. Thus, each component may be administered separately but sufficiently closely in time so as to provide the desired therapeutic effect.

The term anti-coagulant agents (or coagulation inhibitory agents), as used herein, denotes agents that inhibit blood coagulation. Such agents include warfarin sodium crystalline clathrate and heparin.

The term anti-platelet agents (or platelet inhibitory agents), as used herein, denotes agents that inhibit platelet function such as by inhibiting the aggregation, adhesion or granular secretion of platelets. Such agents include the various known non-steroidal anti-inflammatory drugs (NSAIDS) such as aspirin, ibuprofen, naproxen, sulindac, indomethacin, mefenamate, droxicam, diclofenac, sulfinpyrazone, and piroxicam, including pharmaceutically acceptable salts or prodrugs thereof. Other suitable anti-platelet agents include ticlopidine, including pharmaceutically acceptable salts or prodrugs thereof. Ticlopidine is also a preferred compound since it is known to be gentle on the gastrointestinal tract in use. Still other suitable platelet inhibitory agents include thromboxane-A₂ -receptor antagonists and thromboxane-A₂ -synthetase inhibitors, as well as pharmaceutically acceptable salts or prodrugs thereof.

The phrase thrombin inhibitors (or anti-thrombin agents), as used herein, denotes inhibitors of the serine protease thrombin. By inhibiting thrombin, various thrombin-mediated processes, such as thrombin-mediated platelet activation (that is, for example, the aggregation of platelets, and/or the granular secretion of plasminogen activator inhibitor-1 and/or serotonin) and/or fibrin formation are disrupted. Such inhibitors include boroarginine derivatives and boropeptides, hirudin and argatroban, including pharmaceutically acceptable salts and prodrugs thereof. Boroarginine derivatives and boropeptides include N-acetyl and peptide derivatives of boronic acid, such as C-terminal α-aminoboronic acid derivatives of lysine, ornithine, arginine, homoarginine and corresponding isothiouronium analogs thereof. The term hirudin, as used herein, includes suitable derivatives or analogs of hirudin, referred to herein as hirulogs, such as disulfatohirudin. Boropeptide thrombin inhibitors include compounds described in Kettner et al., U.S. Pat. No. 5,187,157 and European Patent Application Publication Number 293 881 A2, the disclosures of which are hereby incorporated herein by reference. Other suitable boroarginine derivatives and boropeptide thrombin inhibitors include those disclosed in PCT Application Publication Number 92/07869 and European Patent Application Publication Number 471 651 A2, the disclosures of which are hereby incorporated herein by reference, in their entirety.

The phrase thrombolytics (or fibrinolytic) agents (or thrombolytics or fibrinolytics), as used herein, denotes agents that lyse blood clots (thrombi). Such agents include tissue plasminogen activator, anistreplase, urokinase, retivase or streptokinase, including pharmaceutically acceptable salts or prodrugs thereof. Tissue plasminogen activator (tPA) is commercially available from Genentech Inc., South San Francisco, Calif. The term anistreplase, as used herein, refers to anisoylated plasminogen streptokinase activator complex, as described, for example, in European Patent Application No. 028,489, the disclosures of which are hereby incorporated herein by reference herein, in their entirety. The term urokinase, as used herein, is intended to denote both dual and single chain urokinase, the latter also being referred to herein as prourokinase.

The compounds of the present invention are also useful as standard or reference compounds, for example as a quality standard or control, in tests or assays involving the binding of vitronectin or fibrinogen to α_(v) β₃. Such compounds may be provided in a commercial kit, for example, for use in pharmaceutical research involving α_(v) β₃. The compounds of the present invention may also be used in diagnostic assays involving α_(v) β₃.

The compounds herein described may have asymmetric centers. Unless otherwise indicated, all chiral, diastereomeric and racemic forms are included in the present invention. Many geometric isomers of olefins, C═N double bonds, and the like can also be present in the compounds described herein, and all such stable isomers are contemplated in the present invention. It will be appreciated that compounds of the present invention that contain asymmetrically substituted carbon atoms may be isolated in optically active or racemic forms. It is well known in the art how to prepare optically active forms, such as by resolution of racemic forms or by synthesis, from optically active starting materials. All chiral, diastereomeric, racemic forms and all geometric isomeric forms of a structure are intended, unless the specific stereochemistry or isomer form is specifically indicated.

When any variable (for example but not limited to, R², R⁴, R⁶, R⁷, R⁸, R¹²,and R¹⁴, n, etc.) occurs more than one time in any constituent or in any formula, its definition on each occurrence is independent of its definition at every other occurrence. Thus, for example, if a group is shown to be substituted with 0-3 R⁴, then said group may optionally be substituted with up to three R⁴ and R⁴ at each occurrence is selected independently from the defined list of possible R⁴. Also, by way of example, for the group --N(R^(5a))₂, each of the two R^(5a) substituents on N is independently selected from the defined list of possible R^(5a). Similarly, by way of example, for the group --C(R⁷)₂ --, each of the two R⁷ substituents on C is independently selected from the defined list of possible R⁷.

When a bond to a substituent is shown to cross the bond connecting two atoms in a ring, then such substituent may be bonded to any atom on the ring. When a bond joining a substituent to another group is not specifically shown or the atom in such other group to which the bond joins is not specifically shown, then such substituent may form a bond with any atom on such other group.

When a substituent is listed without indicating the atom via which such substituent is bonded to the rest of the compound of Formula Ia, Ib or Ic, then such substituent may be bonded via any atom in such substituent. For example, when the substituent is piperazinyl, piperidinyl, or tetrazolyl, unless specified otherwise, said piperazinyl, piperidinyl, tetrazolyl group may be bonded to the rest of the compound of Formula Ia, Ib or Ic via any atom in such piperazinyl, piperidinyl, tetrazolyl group.

Combinations of substituents and/or variables are permissible only if such combinations result in stable compounds. By stable compound or stable structure it is meant herein a compound that is sufficiently robust to survive isolation to a useful degree of purity from a reaction mixture, and formulation into an efficacious therapeutic agent.

The term "substituted", as used herein, means that any one or more hydrogen on the designated atom is replaced with a selection from the indicated group, provided that the designated atom's normal valency is not exceeded, and that the substitution results in a stable compound. When a substitent is keto (i.e., ═O), then 2 hydrogens on the atom are replaced.

As used herein, "alkyl" is intended to include both branched and straight-chain saturated aliphatic hydrocarbon groups having the specified number of carbon atoms (for example, "C₀ -C₁₀ " denotes alkyl having 0 to 10 carbon atoms; C₀ denotes a direct bond between the groups linked by the C₀ group; also by way of example, "C₁ to C₄ " denotes methyl, ethyl, n-propyl, isopropyl, n-butyl, 2-methylpropyl, 1-methylpropyl, 1,1-dimethyl ethyl); "haloalkyl" is intended to include both branched and straight-chain saturated aliphatic hydrocarbon groups having the specified number of carbon atoms, substituted with 1 or more halogen (for example --C_(v) F_(w) where v=1 to 3 and w=1 to (2v+1)); "alkoxy" represents an alkyl group of indicated number of carbon atoms attached through an oxygen bridge; "cycloalkyl" is intended to include saturated ring groups, including mono-,bi- or poly-cyclic ring systems, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and adamantyl; and "biycloalkyl" is intended to include saturated bicyclic ring groups such as 3.3.0!bicyclooctane, 4.3.0!bicyclononane, 4.4.0!bicyclodecane (decalin), 2.2.2!bicyclooctane, and so forth. "Alkenyl" is intended to include hydrocarbon chains of either a straight or branched configuration and one or more unsaturated carbon-carbon bonds which may occur in any stable point along the chain, such as ethenyl, propenyl and the like; and "alkynyl" is intended to include hydrocarbon chains of either a straight or branched configuration and one or more triple carbon-carbon bonds which may occur in any stable point along the chain, such as ethynyl, propynyl and the like.

The terms "alkylene", "alkenylene", "phenylene", and the like, refer to alkyl, alkenyl, and phenyl groups, respectively, which are connected by two bonds to the rest of the structure of Formula Ia, Ib or Ic. Such "alkylene", "alkenylene", "phenylene", and the like, may alternatively and equivalently be denoted herein as "-(alkyl)-", "-(alkyenyl)-" and "-(phenyl)-", and the like.

"Halo" or "halogen" as used herein refers to fluoro, chloro, bromo and iodo; and "counterion" is used to represent a small, negatively charged species such as chloride, bromide, hydroxide, acetate, sulfate and the like.

As used herein, "aryl" or "aromatic residue" is intended to mean phenyl or naphthyl; the term "arylalkyl" represents an aryl group attached through an alkyl bridge.

As used herein, "carbocycle" or "carbocyclic residue" is intended to mean any stable 3- to 7-membered monocyclic or bicyclic or 7- to 14-membered bicyclic or tricyclic or an up to 26-membered polycyclic carbon ring, any of which may be saturated, partially unsaturated, or aromatic. Examples of such carbocyles include, but are not limited to, cyclopropyl, cyclopentyl, cyclohexyl, phenyl, biphenyl, naphthyl, indanyl, adamantyl, or tetrahydronaphthyl (tetralin).

As used herein, the term "heterocycle" or "heterocyclic" is intended to mean a stable 5- to 7-membered monocyclic or bicyclic or 7- to 10-membered bicyclic heterocyclic ring which may be saturated, partially unsaturated, or aromatic, and which consists of carbon atoms and from 1 to 4 heteroatoms independently selected from the group consisting of N, O and S and wherein the nitrogen and sulfur heteroatoms may optionally be oxidized, and the nitrogen may optionally be quaternized, and including any bicyclic group in which any of the above-defined heterocyclic rings is fused to a benzene ring. The heterocyclic ring may be attached to its pendant group at any heteroatom or carbon atom which results in a stable structure. The heterocyclic rings described herein may be substituted on carbon or on a nitrogen atom if the resulting compound is stable. Examples of such heterocycles include, but are not limited to, pyridyl (pyridinyl), pyrimidinyl, furanyl (furyl), thiazolyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, tetrazolyl, benzofuranyl, benzothiophenyl, indolyl, indolenyl, isoxazolinyl, isoxazolyl, quinolinyl, isoquinolinyl, benzimidazolyl, piperidinyl, 4-piperidonyl, pyrrolidinyl, 2-pyrrolidonyl, pyrrolinyl, tetrahydrofuranyl, tetrahydroquinolinyl, tetrahydroisoquinolinyl, decahydroquinolinyl or octahydroisoquinolinyl, azocinyl, triazinyl, 6H-1,2,5-thiadiazinyl, 2H,6H-1,5,2-dithiazinyl, thianthrenyl, pyranyl, isobenzofuranyl, chromenyl, xanthenyl, phenoxathiinyl, 2H-pyrrolyl, pyrrolyl, imidazolyl, pyrazolyl, isothiazolyl, isoxazolinyl, isoxazolyl, oxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolizinyl, isoindolyl, 3H-indolyl, indolyl, 1H-indazolyl, purinyl, 4H-quinolizinyl, isoquinolinyl, quinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, pteridinyl, 4aH-carbazole, carbazole, β-carbolinyl, phenanthridinyl, acridinyl, perimidinyl, phenanthrolinyl, phenazinyl, phenarsazinyl, phenothiazinyl, furazanyl, phenoxazinyl, isochromanyl, chromanyl, pyrrolidinyl, pyrrolinyl, imidazolidinyl, imidazolinyl, pyrazolidinyl, pyrazolinyl, piperidinyl, piperazinyl, indolinyl, isoindolinyl, quinuclidinyl, morpholinyl or oxazolidinyl. Also included are fused ring and spiro compounds containing, for example, the above heterocycles.

As used herein, the term "heteroaryl" refers to aromatic heterocyclic groups. Such heteroaryl groups are preferably 5-6 membered monocyclic groups or 8-10 membered fused bicyclic groups. Examples of such heteroaryl groups include, but are not limited to pyridyl (pyridinyl), pyrimidinyl, furanyl (furyl), thiazolyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, indolyl, isoxazolyl, oxazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuranyl, benzothienyl, benzimidazolyl, quinolinyl, or isoquinolinyl.

As used herein, "pharmaceutically acceptable salts" refer to derivatives of the disclosed compounds wherein the parent compound of Formula Ia, Ib or Ic is modified by making acid or base salts of the compound of Formula Ia, Ib or Ic. Examples of pharmaceutically acceptable salts include, but are not limited to, mineral or organic acid salts of basic residues such as amines; alkali or organic salts of acidic residues such as carboxylic acids; and the like.

"Prodrugs" are considered to be any covalently bonded carriers which release the active parent drug according to Formula Ia, Ib or Ic in vivo when such prodrug is administered to a mammalian subject. Prodrugs of the compounds of Formula Ia, Ib or Ic are prepared by modifying functional groups present in the compounds in such a way that the modifications are cleaved, either in routine manipulation or in vivo, to the parent compounds. Prodrugs include compounds of Formula Ia, Ib or Ic wherein hydroxyl, amino, sulfhydryl, or carboxyl groups are bonded to any group that, when administered to a mammalian subject, cleaves to form a free hydroxyl, amino, sulfhydryl, or carboxyl group respectively. Examples of prodrugs include, but are not limited to, acetate, formate and benzoate derivatives of alcohol and amine functional groups in the compounds of Formula Ia, Ib or Ic, and the like. Examples of representative carboxyl and amino prodrugs are included under the definition of R², R³, and Y.

The pharmaceutically acceptable salts of the compounds of Formula Ia, Ib or Ic include the conventional non-toxic salts or the quaternary ammonium salts of the compounds of Formula Ia, Ib or Ic formed, for example, from non-toxic inorganic or organic acids. For example, such conventional non-toxic salts include those derived from inorganic acids such as hydrochloric, hydrobromic, sulfuric, sulfamic, phosphoric, nitric and the like; and the salts prepared from organic acids such as acetic, propionic, succinic, glycolic, stearic, lactic, malic, tartaric, citric, ascorbic, pamoic, maleic, hydroxymaleic, phenylacetic, glutamic, benzoic, salicylic, sulfanilic, 2-acetoxybenzoic, fumaric, toluenesulfonic, methanesulfonic, ethanesulfonic, ethanedisulfonic, oxalic, isethionic, and the like.

The pharmaceutically acceptable salts of the present invention can be synthesized from the compounds of Formula Ia, Ib or Ic which contain a basic or acidic moiety by conventional chemical methods. Generally, the salts are prepared by reacting the free base or acid with stoichiometric amounts or with an excess of the desired salt-forming inorganic or organic acid or base in a suitable solvent or various combinations of solvents.

The pharmaceutically acceptable salts of the acids of Formula Ia, Ib or Ic may be prepared by reacting the acid with an appropriate amount of a base, such as an alkali or alkaline earth metal hydroxide e.g. sodium, potassium, lithium, calcium, or magnesium, or an organic base such as an amine, e.g., dibenzylethylenediamine, trimethylamine, piperidine, pyrrolidine, benzylamine and the like, or a quaternary ammonium hydroxide such as tetramethylammonium hydroxide and the like.

As discussed above, pharmaceutically acceptable salts of the compounds of the invention can be prepared by reacting the free acid or base forms of these compounds with a stoichiometric amount of the appropriate base or acid, respectively, in water or in an organic solvent, or in a mixture of the two; generally, nonaqueous media like ether, ethyl acetate, methanol, ethanol, isopropanol, or acetonitrile are preferred. Lists of suitable salts are found in Remington's Pharmaceutical Sciences, 17th ed., Mack Publishing Company, Easton, Pa., 1985, p. 1418, the disclosure of which is hereby incorporated by reference.

The disclosures of all of the references cited herein are hereby incorporated herein by reference in their entirety.

Synthesis

The compounds of the present invention can be prepared in a number of ways well known to one skilled in the art of organic synthesis. The compounds of the present invention can be synthesized using the methods described below, together with synthetic methods known in the art of synthetic organic chemistry, or variations thereon as appreciated by those skilled in the art. Preferred methods include, but are not limited to, those described below. All references cited herein are hereby incorporated in their entirety herein by reference.

Compounds of Formula Ia, Ib or Ic wherein X¹, X², X³ and X⁴ are all carbon and W is C(═O)NH can be prepared from appropriately substituted 4-, 5-, 6-, or 7-alkoxycarbonyl indazoles, IIIa, wherein R is an alkyl group such as methyl, ethyl or tert-butyl. ##STR42##

The requisite indazoles can be conveniently prepared from the commercially available nitrotoluic acids according to the example shown in Scheme 1. Conversion of the acid 1a to a suitable ester, such as the ethyl ester 1b, may be carried out by one of many methods well-known to one skilled in the art of organic synthesis, for example treatment with a suitable base, such as sodium bicarbonate, in a suitable solvent, such as N,N-dimethylformamide, followed by treatment with an alkyl halide, such as iodoethane. Reduction of the nitro group of 1b can be effected in a number of ways known to one skilled in the art of organic synthesis, including treatment with tin(II) chloride in ethanol. The resulting aniline derivative can be converted to the desired substituted indazole IIIa according to the method of Bartsch and Yang (J. Heterocycl. Chem. 1984, 21(4): 1063-1064). A variation of the conversion of the aniline 1c to the indazole IIIa proceeds through an N-acylated intermediate 1d followed by cyclization and deacetylation, according to the method reported by Ruchardt and Hassmann (Liebigs Ann. Chem. 1980, 908-927).

The order of the esterification and reduction steps may be reversed, such that the nitrotoluic acid is first converted to an aminotoluic acid, which is then esterified. In some cases other intermediates related to those shown in Scheme 1 are commercially available or may be prepared using methods described in the literature of organic chemistry; in these cases transformations similar to those shown in Scheme 1 may be used to prepare the desired compounds IIIa. For example, commercially available methyl 3-amino-4-methylbenzoate may be directly transformed into 6-methoxycarbonylindazole. ##STR43##

Compounds of Formula Ia or Ib wherein one or more of X¹, X², X³ or X⁴ are nitrogen may be prepared from the corresponding alkoxycarbonylindazoles IIIb in which the appropriate carbon atom or atoms have been replaced by nitrogen. These may in turn be prepared by substitution of the appropriately substituted heterocycle for the nitrotoluic acids, nitrotoluic acid esters, or aminotoluic acid esters in Scheme 1 above. The starting heterocycles could be obtained by following the procedures and methods in references outlined below, along with implementation of standard functional group transformations well known to one skilled in the art. ##STR44##

Functionalized pyrazines could be prepared according to procedures outlined in The Chemistry of Heterocyclic Compounds: The Pyrazines, Vol. 41 (Arnold Weissberger and Edward C. Taylor, Eds.),. John Wiley and Sons (New York: 1982). Preparation of appropriately functionalized pyridazines could be achieved using the methods described in The Chemistry of Heterocyclic Compounds: Condensed Pyridazines Including Cinnolines and Phthalazines, Vol. 27 (Arnold Weissberger and Edward C. Taylor, Eds.), John Wiley and Sons (New York: 1973) and The Chemistry of Heterocyclic Compounds: Pyridazines, Vol. 28 (Arnold Weissberger and Edward C. Taylor, Eds.), John Wiley and Sons (New York: 1973). For the synthesis of functionalized pyrimidines one could follow procedures in The Chemistry of Heterocyclic Compounds: The Pyrimidines, (Arnold Weissberger, Consulting Ed.) John Wiley and Sons (New York: 1962), The Chemistry of Heterocyclic Compounds: The Pyrimidines, Supplement I, (Arnold Weissberger and Edward C. Taylor, Consulting Eds.) John Wiley and Sons (New York: 1970), and The Chemistry of Heterocyclic Compounds: The Pyrimidines, Supplement II, Vol. 16 (Arnold Weissberger and Edward C. Taylor, Consulting Eds.) John Wiley and Sons (New York: 1985). Functionalized pyridines which can serve as starting materials in Scheme 1 could be made by the methods described in The Chemistry of Heterocyclic Compounds: Pyridine and Its Derivatives, Part Four, (Arnold Weissberger, Consulting Ed.) John Wiley and Sons (New York: 1964), The Chemistry of Heterocyclic Compounds: Pyridine and Its Derivatives, Supplement Part Two, (Arnold Weissberger and Edward C. Taylor, Consulting Eds.) John Wiley and Sons (New York: 1974), The Chemistry of Heterocyclic Compounds: pyridine and Its Derivatives, Supplement Part Three, Vol. 14 (Arnold Weissberger and Edward C. Taylor, Consulting Eds.) John Wiley and Sons (New York: 1974), The Chemistry of Heterocyclic Compounds: Pyridine and Its Derivatives, Supplement Part Four, Vol. 14 (Arnold Weissberger and Edward C. Taylor, Consulting Eds.) John Wiley and Sons (New York: 1975), and The Chemistry of Heterocyclic Compounds: Pyridine and Its Derivatives, Part Five, Vol. 14 (Arnold Weissberger and Edward C. Taylor, Consulting Eds.) John Wiley and Sons (New York: 1984). One example of the preparation of an appropriately substituted pyridine starting material is the preparation of 2-methyl-3-aminopyridine-5-carboxylic acid half-sulfate salt, as described by Argoudelis and Kummerow (J. Org. Chem. 1961, 26: 3420-3422).

Compounds of Formula Ia wherein R¹⁰ is not hydrogen may be prepared from appropriately substituted alkoxycarbonylindazoles. Some such substituted alkoxycarbonylindazoles may be prepared using the method outlined in Scheme 1. For example, methyl 4-amino-3-ethylbenzoate may be prepared as described by Witte and BoekeOheide (J. Org. Chem. 1972, 37 (18): 2849-2853) This compound may be converted to the diazonium fluoroborate and cyclized to 3-methyl-2-methoxycarbonylindazole using the method outlined in Scheme 1. This compound may be used as a starting material for preparation of the corresponding compounds of Formula Ia wherein R¹⁰ is methyl.

Other substituted alkoxycarbonylindazoles may be prepared from unsubstituted alkoxycarbonylindazoles using the methods outlined in Scheme 2. For example, an ethoxycarbonylindazole may be brominated by treatment with bromine in a suitable solvent, such as acetic acid, to provide the corresponding 3-bromo-ethoxycarbonyl-indazole IIIc. This compound may be coupled with a suitable reagent, alternatively followed by additional synthetic manipulations, to provide the desired 3-substituted-ethoxycarbonylindazole. For example, coupling with phenylboronic acid in the presence of tetrakis-(triphenylphosphine)palladium and triethylamine in N,N-dimethylformamide, using the method of Miyaura, Suginome and Suzuki (Tetrahedron 1983, 2: 3271) provides the corresponding 3-phenyl-ethoxycarbonylindazole IIId. Similar methods, starting from compounds of Formula IIIb, may be used to prepare the corresponding compounds wherein one or more of the ring carbons (corresponding to those designated X¹, X², X³ and X⁴ in Formula Ia) are replaced by nitrogen. ##STR45##

As another example, also shown in Scheme 2, coupling of IIIc with phenylacetylene in the presence of bis-(triphenylphosphine)palladium(II) chloride, copper(I) chloride, and triethylamine in pyridine according to the method of Melissaris and Litt (J. Org. Chem. 1992, 57: 6998-6999) provides the corresponding 3-(2-phenylethynyl)-ethoxycarbonylindazole IIIe, which may be reduced using hydrogen in the presence of palladium on charcoal to provide the corresponding 3-(2-phenyl-ethyl)ethoxycarbonylindazole IIIf. Similar methods, starting from compounds of Formula IIIb, may be used to prepare the corresponding compounds wherein one or more of the ring carbons (corresponding to those designated X¹, X², X³ and X⁴ in Formula Ia) are replaced by nitrogen.

Compounds IIIc, IIId, IIIe and IIIf may be used in the preparation of compounds of Formula Ia in which R¹⁰ is phenyl, 2-phenylethynyl, or 2-phenylethyl, respectively. Alternatively, further manipulations of the substituent may be accomplished at a later stage in the synthesis of the compound of Formula Ia. For example, the 2-phenylethynyl indazoles IIIe may be used in a synthetic sequence during the course of which the acetylene will be reduced, providing ultimately compounds of Formula Ia in which R¹⁰ is 2-phenylethyl.

Other appropriately substituted alkoxycarbonylindazoles, for use in the preparation of compounds of Formula Ia wherein R¹⁰ is not hydrogen, may be prepared using other methods known in the art of organic synthesis, such as those outlined in The Chemistry of Heterocyclic Compounds: Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings, Vol. 22 (Arnold Weissberger, Ed.), John Wiley and Sons (New York: 1967), Chapter 10.

Hereinafter, unless otherwise specified, phrases such as "indazoles III" and "indazoles of Formula III" are meant to include simple indazoles IIIa, mono- or diazaindazoles IIIb, and substituted indazoles such as but not restricted to IIIc, IIId, IIIe and IIIf. Substituted mono- and diazaindazoles such as but not restricted to mono- and diaza analogs of IIIc, IIId, IIIe and IIIf are also included.

Compounds of Formula Ia may be prepared from indazoles III as outlined in Scheme 3. Alkylation of the indazoles of Formula III with a suitably functionalized alkyl halide can be effected in a variety of ways known to one skilled in the art. For example, using a method similar to that described by Granger et al. (Chim. Ther. 1970, 5: 24), an indazole of Formula III is treated with a suitable base, such as potassium bis(trimethylsilyl) amide, followed by addition of the alkyl halide, for example, 3-bromopropylphthalimide. Alternately, the alkylation can be carried out utilizing Mitsunobu conditions (Mitsunobu, Synthesis, 1981, 1-28) by addition of the corresponding alcohol, 3-hydroxypropylphthalimide, to a mixture of diethyl azodicarboxylate and triphenylphosphine in a suitable solvent, usually dry tetrahydrofuran, followed by addition of the indazole III. Separation, if necessary, of the mixture of 1- and 2-substituted isomers by chromatography provides the desired 1-alkylated product 3a. Removal of the phthalimide may be achieved by treatment with anhydrous hydrazine to give the primary amine 3b. ##STR46##

As further shown in Scheme 3,2-imidazolinyl-aminoalkylindazoles may be prepared by treatment of the amine 3b with a suitable reagent such as 2-methylthio-4,5-dihydroimidazolium iodide. Hydrolysis of the ester, using conventional methods known to one skilled in the art of organic synthesis, may be followed by coupling of the resulting acid to an appropriately substituted α- or β-amino ester such as a compound of Formula IV, to provide an intermediate which, after deprotection, affords compounds of Formula Ia wherein R¹ is 2-imidazolinylaminoalkyl. The coupling may be carried out using any of the many methods for the formation of amide bonds known to one skilled in the art of organic synthesis. Those methods include, but are not limited to, use of standard coupling procedures such as the azide method, mixed carbonic acid anhydride (isobutyl chloroformate) method, carbodiimide (dicyclohexylcarbodiimide, diisopropylcarbodiimide, or water-soluble carbodiimides (WSCDI)) method, active ester (p-nitrophenyl ester, N-hydroxysuccinic imido ester) method, or by the use of one of many other known coupling reagent such as BOP-Cl. Some of these methods (especially the carbodiimide method) can be enhanced by the addition of 1-hydroxybenzotriazole to the reaction mixture.

An alternative method for preparing amines 3b wherein n=3 is outlined in Scheme 4. Alkylation of the indazole III may be achieved by treatment with an optionally substituted acrylonitrile in the presence of a catalytic amount of a base such as sodium ethoxide or sodium bis(trimethylsilyl)amide, in a suitable solvent such as ethanol, to provide the intermediate nitrile 4a. This may be converted to the amine 3b by reduction using any of a number of methods known to one skilled in the art of organic synthesis, such as by treatment with hydrogen in the presence of a catalyst such as palladium on charcoal. An acid such as aqueous hydrochloric acid may be added to the reaction mixture to minimize side reactions during the reduction. ##STR47##

Appropriately substituted racemic β-amino acids IV (used in Scheme 3) may be purchased commercially or, as is shown in Scheme 5, Method 1, prepared from the appropiate aldehyde, malonic acid and ammonium acetate according to the procedure of Johnson and Livak (J. Am. Chem. Soc., 1936, 58, 299). Racemic β-substituted-β-amino esters may be prepared through the reaction of dialkylcuprates or alkyllithiums with 4-benzoyloxy-2-azetidinone followed by treatment with anhydrous ethanol (Scheme 5, Method 2) or by reductive amination of β-keto esters as is described in WO93/16038 (also see Rico et al., J. Org. Chem., 1993, 58, 7948-51). Enantiomerically pure β-substituted-β-amino acids can be obtained through the optical resolution of the racemic mixture or can be prepared using numerous methods, including: Arndt-Eistert homologation of the corresponding β-amino acids as shown in Scheme 5, Method 3 (see Meier and Zeller, Angew. Chem. Int. Ed. Engl., 1975 14, 32; Rodriguez et al., Tetrahedron Lett., 1990, (31), 5153; Greenlee, J. Med. Chem. 1985, 28, 434 and references cited within); and through an enantioselective hydrogenation of a dehydroamino acid as is shown in Scheme 5, Method 4 (see Asymmetric Synthesis, Vol. 5, (Morrison, ed.) Academic Press, New York: 1985). A comprehensive treatise on the preparation of β-amino acid derivatives may be found in patent application WO 93/07867, the disclosure of which is hereby incorporated by reference. ##STR48##

The synthesis of N² -substituted diaminopropionic acid derivatives IV can be carried out via Hoffmann rearrangement of a wide variety of asparagine derivatives as described, for example, by Waki et al. (Synthesis 1981, 266-267) or by Moore et al. (J. Med. Chem. 1976, 19(6), 766-772). An example is shown in Scheme 6, Method 1. They may also be prepared by manipulations, which will be familiar to one skilled in the art of organic synthesis, of the commercially available 3-amino-2-benzyloxycarbonylaminopropionic acid. An example is shown in Scheme 6, Method 2. ##STR49##

Compounds of Formula Ia above wherein R¹ is 2-pyridinylaminoalkyl may be prepared by the method outlined in Scheme 7. Treatment of the intermediate aminoalkylindazole 3b from Scheme 3 (or the corresponding salt from Scheme 4) with 2-chloropyridine N-oxide hydrochloride, using a modification of the method described by Misra, et al. (Bioorg. and Med. Chem. Letters, 1994, 4, 2165-2170), and subsequent reduction of the resulting N-oxide derivative 7a provides a 2-pyridinylaminoalkyl intermediate 7b. This reduction may be performed using a number of methods known to one skilled in the art of organic synthesis, such as that using ammonium formate in the presence of 10% palladium on charcoal in refluxing ethanol, as described by Balicki (Synthesis, 1989, 645-646), or by reduction with hydrogen in the presence of a catalyst such as palladium on charcoal or Raney nickel, or by treatment with triphenylphosphine. The resulting 2-aminopyridine moiety of 7b may be optionally protected, for example by treatment with di-t-butyldicarbonate in dry tetrahydrofuran in the presence of a suitable base, such as triethylamine or N,N-dimethylaminopyridine, using the method of Iwanowicz (Synth. Commun., 1993, 23(10), 1443-1445), to provide intermediate 7c. Ester hydrolysis, coupling and deprotection as outlined in Scheme 3 can then provide the desired compounds of Formula Ia. ##STR50##

An alternative route to 1-(heteroarylaminoalkyl)indazoles of Formula Ia is outlined in Scheme 8. A suitable indazole III can be alkylated with an alkyl halide bearing a protected aldehyde, such as a 1,3-dioxolane, using conditions described above (see Scheme 3) to provide 8a. Deprotection to the aldehyde 8b, for example by treatment with aqueous acid, may be followed by reductive amination with a heteroarylamine such as 2-aminopyridine or a suitably protected 2-aminoimidazole, such as 1-triphenylmethyl-2-aminoimidazole, in the presence of a reducing agent such as sodium triacetoxyborohydride or sodium cyanoborohydride, to provide the 1-(heteroarylaminoalkyl)indazole 8c. The intermediates 8c can then be elaborated to the corresponding compounds of Formula Ia, for example as described in Scheme 3. ##STR51##

A route to 1-(heteroarylaminocarbonylethyl) 10 indazoles of Formula Ia is outlined in Scheme 9. A suitable indazole III can be alkylated by treatment with an acrylic acid ester such as tert-butyl acrylate, using a method such as that described in Scheme 4. Removal of the ester of 9a may be followed by conversion to a heteroaryl amide by treatment with a heteroaryl amine using any of a number of methods well known to one skilled in the art of organic synthesis. The resulting 1-(heteroarylaminocarbonylethyl)indazole 9b can then be elaborated to the corresponding compounds of Formula Ia, for example as described in Scheme 3. ##STR52##

Compounds of Formula Ib may be prepared according to the method outlined in Scheme 10. Thus, the appropriate indazole III may be alkylated by treatment with a suitable base, for example sodium hydride, followed by addition of a suitable alkylating agent such as an alkyl halide R⁹ -Br or R⁹ -I. Bromination of the intermediate 10a using, for example, bromine in acetic acid, provides the corresponding 3-bromo derivative 10b. (The order of these two synthetic steps may also be reversed. That is, the indazole III may be brominated, and resulting bromoindazole may be alkylated, to provide similar products 10b.) Coupling of 10b with, for example, 3,3-diethoxy-1-propyne, under conditions similar to those described by Sakamoto et al. (Synthesis 1992, 746-748) provides a functionallzed alkynyl derivative 10c. Reduction of the acetylenic bond of 10c using, for example, hydrogen in the presence of a catalyst such as palladium on charcoal, followed by hydrolysis of the acetal with aqueous acid provides an aldehyde intermediate 10d which, using methods analogous to those outlined in Scheme 8, may be elaborated to an intermediate 10e containing a heteroarylaminoalkyl substituent at the 3-position. This intermediate may then in turn be elaborated to the desired compounds of Formula Ib, for example using methods described in Scheme 3. ##STR53##

Compounds of Formula Ib may alternatively be prepared from the intermediate 10b to the method described in Scheme 11. Thus,coupling of 10b under conditions similar to those described by Murakami et al. (Heterocycles, 1990, 31(8), 1505-11) can provide a 3-allyl derivative 11a. Hydroboration as described by Brown and Subba Rao (J. Am. Chem. Soc. 81, 6428-6433) can provide the alcohol 11b, which may be subjected to the Mitsunobu reaction (vide supra) with phthalimide followed by deprotection to provide an amine intermediate 11c which, analogously to the method shown in Schemes 10 and 3, can be elaborated to the desired compounds of Formula Ib. Alternatively, the intermediate 11b may be prepared by reduction of the aldehyde 10d shown in Scheme 10. Other methods can be used for the conversion of intermediates 10d and 11b to the primary amine 10c which are known to those skilled in the art of organic synthesis. ##STR54##

Compounds of Formula Ic may be prepared according to methods outlined in Scheme 12. Treatment of the appropriate indazole starting material 12a with zinc bromide and vinylmagnesium bromide followed by dichloro 1,1'-bis(diphenylphosphino)ferrocene! palladium (II), using a procedure similar to that described by Brown, et al. (U.S. Pat. No. 4,898,863), can provide the desired 3-vinyl derivative 12b. Treatment of this compound with ozone (F. J. Brown, et al. Ibid.), can provide an aldehyde 12c. Oxidation using silver(I) oxide, as described by Campaigne and LeSuer (Organic Syntheses, 1963, Coll. Vol. 4, 919), can provide the desired carboxylic acid 12d. Esterification and deprotection of the ether oxygen of 12e using boron tribromide, by a method analogous to that detailed by Manson and Musgrave (J. Chem. Soc. 1011 (1963)), can provide the hydroxy intermediate 12f. Mitsunobu coupling, (vide supra), followed by further transformations of 12g similar to those shown in Scheme 3, can provide compounds of Formula Ic. ##STR55##

Additional alcohols useful for the preparation of compounds of Formula Ia, Ib and Ic through the Mitsunobu reaction described in the above schemes may be prepared as described in Scheme 13. ##STR56##

Various compounds of Formula Ia, Ib or Ic may be prepared from a common derivative of the corresponding compounds of Formula Ia, Ib or Ic by functional group manipulations familiar to one skilled in the art of organic synthesis. As one example, preparation of compounds of Formula Ia having different sulfonamide substituents at R¹⁶ may be achieved as outlined in Scheme 14. Thus, the compound of Formula Ia having a benzyloxycarbonylamino group at R¹⁶ (14a) may be hydrogenolyzed using, for example, hydrogen in the presence of a catalyst such as palladium on charcoal to provide the primary amine derivative 14b. This may be reacted with a sulfonylating agent such as R¹⁷ SO₂ Cl in the presence of an amine such as triethylamine to provide, after deprotection of the ester, the desired compound of Formula Ia. In place of the sulfonyl chloride, use of a carboxylic acid, acid chloride or acid anhydride can provide the corresponding amide derivative, use of a chloroformate can provide the corresponding carbamate derivative, use of a sulfamoyl chloride can provide the corresponding sulfamide derivative, and use of an isocyanate can provide the corresponding urea derivative. ##STR57##

As another example, compounds of Formula Ia with different variations in R¹ may be prepared from a common precursor as outlined in Scheme 15. Thus, the amine intermediate 3b may be reacted, for example, with benzyl chloroformate to provide the benzyl carbamate. Hydrolysis of the ester, for example with lithium hydroxide, can provide the acid intermediate 15a. Using methods described earlier, 15a may be reacted with, for example, a suitable beta-amino ester, followed by removal of the benzyl carbamate, for example by hydrogenolysis, to provide the amine intermediate 15b. Using, for example, steps analogous to those shown in Schemes 3 or 7, the amine may be converted to an aminoheterocyclic group. After deprotection of the ester, the desired compound of Formula Ia may be obtained. ##STR58##

The example outlined in Scheme 15 will also serve to demonstrate that the order in which the different substituents are elaborated to give the compounds of Formula Ia, Ib and Ic may be varied from that in the examples shown in Schemes 1 through 14. This example will also serve to demonstrate the use of protecting groups to temporarily protect a functional group in the course of a synthetic sequence when that functional group is not compatible with one or more of the synthetic transformations that are to be accomplished. Such use of protecting groups, while not always explicitly shown in Schemes 1 through 15, is well known to one skilled in the art of organic synthesis. Many examples of protecting groups may be found, for example, in Greene, "Protective Groups in Organic Syntheses", Wiley (New York), 1981.

The detailed processes for preparing the compounds of Formula Ia, Ib or Ic are illustrated by the following Examples. It is, however, understood that this invention is not limited to the specific details of these examples. Reactions were run under an atmosphere of nitrogen unless otherwise indicated. Solvent removal from reaction mixtures, extracts, and the like was performed under vacuum on a rotary evaporator. Flash chromatography refers to the medium-pressure column chromatography method described by Still et al. (J. Org. Chem. 1978, 43(14), 2923-2925). Melting points (mp) are uncorrected. Proton nuclear magnetic resonance spectra (NMR) were measured in chloroform-d (CDCl₃), dimethyl sulfoxide-d₆ (DMSO-d₆) or methanol-d₄ (MeOH-d₄) and the peaks are reported in parts per million downfield from tetramethylsilane (δ). The coupling patterns are reported as follows: s, singlet; d, doublet; t, triplet; q, quartet; m, multiplet; b, broad. Mass spectra were measured using electrospray ionization (ESI),. ammonia chemical ionization (NH₃ --CI), fast-atom bombardment from a glycol matrix (FAB), or electron impact ionization (EI).

EXAMPLE 1035b 3- 1- 3-(N-imidazol-2-ylamino)propyl!-indazol-5-ylcarbonyl-amino!-2(S)-(2 6-dimethyl-4-phenylbenzene-sulfonylamino)-propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-(1-triphenylmethylimidazol-2-yl)-amino)propyl!-indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

A mixture of the product prepared according to Example 1050e Part K (215 mg, 407 μmol, the product prepared according to Example 1178b Part E (140 mg, 407 μmol), 1-hydroxybenzotriazole hydrate (57 mg, 407 μmol) and N, N-dimethylformamide (5 μL) was treated with dicyclohexylcarbodiimide (870 mg, 407 μmol) and stirred at room temperature for 24 h. The mixture was poured into water (75 mL) and extracted with ethyl acetate (3×50 mL) The organic phase was drIed (MgSO₄) and concentrated under vacum. The residue was flash chromatographed (toluene:ethyl acetate, step gradient from 50:50 to 10:90) to provide the title product (262 mg, 75%) as a colorless glassy foam: ¹ H NMR (CDCl₃)δ8.17 (s, 1H), 7.97 (d, 1H), 7.73 (dd, 1H), 7.4-7.1 (15H), 6.99 (d, 1H), 6.94 (s, 2H), 6.85 (bt, 1H), 6.68 (d, 1H), 6.42 (d, 1H) 5.82 (bd, 1H), 4.07 (t, 2H), 3.93 (m, 1H), 3.83 (m, 1H), 3.62 (m, 1H), 3.04 (m, 1H), 2.97 (m, 2H), 2.65 (s, 6H), 2.26 (s, 3H) 1.82 (m, 2H), 1.32 (s, 9H); Mass spectrum (ESI) m/z 852.4 (100%, M+H⁺).

Alternatively, a solution of the product prepared according to Example 1050e Part K (1.108 g, 2.1 mmol) in N,N-dimethylformamide (15 mL) was treated with the product prepared according to Example 1178b Part E (719 mg, 2.1 mmol), BOP reagent (975 mg, 2.2 mmol and diisopropylethyl-amine (543 mg, 4.2 mmol) and the mixture was stirred at room temperature overnight. The mixture was concentrated under vacuum and the residue was partitioned between ethyl acetate (100 mL) and water (25 mL). The aqueous phase was extracted with additional ethyl acetate (3×25 mL) and the combined organic phases were washed with hydrochloric acid (1.0N; 10 mL), water (2×10 mL), saturated aqueous sodium bicarbonate (10 mL) and brine (2×10 mL) then were dried (MgSO₄) and concentrated wider vacuum. This material was combined with the crude product from another run, starting from 10.8 g of the product prepared according to Example 1050e Part K (20.5 mmol), to provide the title product as a crude material; (23.0 g) which was used in the next step without purification.

B. tert-Butyl 3- 1- 3-(N-imidazol-2-ylamino)propyl!-indazol-5-ylcarbonylamino!-2(S)-(2,6-dimethyl-4-phenylbenzene-sulfonylamino)propionate

The product prepared according to Example 1035b Part A (3.3 g, 3.9 mmol) was combined with methanol (100 mL) and acetic acid (10 mL) and the mixture was heated at reflux overnight. The mixture was concentrated under vacuum, and the residue was flash chromatographed (chloroform: methanol:aqueous ammonia 100:10:1) to provide the product as a glassy foam. This was combined with the product from another run, starting from 19.0 g of the product prepared according to Example 1035b Part A (22.3 mmol), to provide the title product (4.5 g). Impure material from the column was re-chromatographed (chloroform: methanol:aqueous ammonia 100:5:0.5) to provide additional pure title product (6.5 g; total combined yield 81%): ¹ H NMR (MeOH-d₄) δ 8.17 (d, 1H), 8.13 (d, 1H), 7.76 (dd, 1H), 7.57 (d, 1H), 6.85 (s, 2H), 6.51 (s, 2H), 4.53 (t, 2H), 4.06 (dd, 1H), 3.70 (dd, 1H), 3.50 (dd, 1H), 3.17 (t, 2H), 2.59 (S, 6H), 2.16 (m, 2H), 2.10 (s, 3H), 1.22 (s, 9H).

C. 3- 1- 3-(N-imidazol-2-ylamino)propyl!-indazol-5-yl-carbonylamino!-2(S)-(2,6-dimethyl-4-phenylbenzenesulfonyl-amino)propionic acid trifluoroacetate

A solution of the product prepared according to Example 1035b Part B (480 mg, 788 μmol) in dichloromethane (30 mL) was treated with trifluoroacetic acid (5 mL) and stirred for 1 h at room temperature. The solution was concentrated under vacuum, and the residue was dissolved in methanol (3 mL) and purified by preparative reverse-phase HPLC to provide, after lyophilization, the title product (432 mg, 82%) as an amorphous white solid: HPLC T_(R) 12.33 min (95%); ¹ H NMR (MeOH-d₄) δ 8.12 (s, 2H), 7.72 (dd, 1H), 7.54 (d, 1H), 6.76 (s, 2H), 6.73 (s, 2H), 4.53 (t, 2H), 4.16 (dd, 1H), 3.76 (dd, 1H), 3.49 (dd, 1H), 3.23 (t, 2H), 2.56 (s, 6H), 2.22 (m, 2H), 1.98 (s, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 554.2186, found 554.2196.

Alternatively, a solution of the product prepared according to Example 1035b Part A (249 mg, 292 μmol) in trifluoroacetic acid (2.5 mL) was heated at reflux for 60 min. The mixture was as cooled and concentrated, and the residue was purified by preparative reverse-phase HPLC to provide, after lyophilization, the title product (153 mg, 78%) as a white powder.

EXAMPLE 1050e 3- 1- 3-(N-imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid trifluoroacetate

A. Ethyl 3-methyl-4-nitrobenzoate

A mixture of 3-methyl-4-nitrobenzoic acid (1) (362.3 g, 2.0 mol), N,N-dimethylformamide (2000 mL), sodium bicarbonate (200 g, 2.38 mol) and iodoethane (623.9 g, 4.0 mol) was stirred at 70° C. for 18 h. The mixture was allowed to cool to room temperature and poured into water (2000 mL. The resulting solid was collected by filtration, washed with water and dried. The solid was washed further with hexane and dried to provide the title product (382.1 g, 91%) as an off-white solid: mp 51°-52.5° C.; ¹ H NMR (CDCl₃) δ 8.04-7.98 (m, 3H), 4.42 (q, 2H), 2.63 (s, 3H), 1.42 (t, 3H); Mass spectrum (NH₃ --CI) m/z 210 (100%, M+H⁺).

B. Ethyl 3-methyl-4-aminobenzoate

A mixture of the product prepared accordIng to Example 1050e Part A (183.96 g, 880 mol), tin (II) chloride hydrate (1025 g, 4.54 mol) and ethanol (3500 mL) was heated at reflux for 2 h. The mixture was cooled and diluted with water (3500 mL) and the pH was adjusted to 8.5. The mixture was diluted further with additional water, and extracted with ethyl acetate. The organic extracts were dried (MgSO₄), filtered and concentrated to provide the title product (136.62 g, 87%) as an off-white solid: mp 76°-78° C.; ¹ H NMR (CDCl₃) δ 7.78 (s, 1H), 7.76 (d, 1H), 6.63 (d, 1H), 4,31 (q, 2H), 3.99 (bs, 2H), 2.19 (s, 3H), 1.38 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 180.1025, found 180.1023.

C. 5-Ethoxycarbonylindazole

A mixture of the product prepared according to Example 1050e Part B (250.55 g, 1.4 mol, potassium acetate (143.3 g, 1.46 mol), acetic anhydride 285.9 g, 2.8 mol) and chloroform (ethanol free; 2700 mL) was stirred at room temperature. The temperature rose to 40° C., then started to decline, at which time no starting material was detected by TLC. A mixture of 18-crown-6(75 g, 280 mmol) and n-amyl nitrite (364.5 g, 3.1 mol) was added and the mixture was heated at reflux overnight. The cooled mixture was washed with saturated aqueous sodium bicarbonate, then with water, and was dried (MgSO₄), filtered and concentrated under vacuum. The residue was combined with that from another batch (711.3 g) and distilled through a 10 cm vigreax column under vacuum to provide 1-Acetyl-5-ethoxcarbonyl-indazole (576 g, 82%), bp 115°-165° C. (1.0 Torr). This intermediate was combined with hydrochloric acid (6N; 2000 mL) and ethanol (2000 mL), and the mixture was stirred overnight at room temperature. The mixture was concentrated under vacuum and the solid was combined with water. The PH of the mixture was adjusted to 8 with aqueous ammonia, and the mixture was extracted with dichloromethane. The organic phase was concentrated to provide a solid (460 g). This was recrystallized from acetonitrile (1000 mL), and the crystals were washed with ethanol, then hexane, and dried to provide 5 (281 g, 60%) as a tan solid: mp 122°-124° C.; ¹ H NMR (CDCl₃) δ 10.23 (bs, 1H), 8.57 (s, 1H), 8.20 (s, 1H), 8.10 (d, 1H), 7.53 (d, 1H), 4.42 (q, 2H), 1.42 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺); 191.0821, found 191.0838.

D. 1-(2-(1,3dioxolan-2-yl)ethyl)-5-ethoxycarbonylindazole

A solution of the product prepared according to Example 1050e Part C (74.5 g, 397 mol: in anhydrous tetrahydrofuran (1000 mL) was treated sequentially with sodium bis(trimethylsilyl)amide (1.0M in tetrahydrofuran; 430 mL, 430 mmol), 18-crown-6 (1.5 g) and 2(2bromoethyl)-1,3-dioxolane (90 g, 496 mmol). The solution was heated at reflux for 20 h, then was cooled to room temperature. The solvent was removed under vacuum, and the residue partitioned between toluene (2000 mL) and water (1000 mL). The aqueous phase was further extracted with toluene (3×200 mL), and the combined organic phases were washed with water (3×200 mL) and brine (2×200 mL). The organic phase was dried (MgSO₄) and concentrated under vacuum. The resulting oil was chromatographed with toluene, then with 185:15 toluene-ethyl acetate, to provide the title product (71.0 g, 55%): ¹ H NMR (CDCl₃) δ 8.49 (s, 1H), 8.10 (s, 1H), 8.06 (d, 1H), 7.46 (d, 1H), 4.84 (t, 1H), 4.55 (t, 2H), 4.41 (q, 2H), 3.90 (m, 4H), 2.31 (m, 2H), 1.42 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 291.1345, found 291.1328.

E. 1-(3-oxopropyl) -5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1050e Part D (73.0 g, 256 mmol), acetic acid (365 g) and water (1020 mL) was heated at 70° C. for 20 h. The mixture was cooled to room temperature, extracted with dichloromethane (5×550 mL), and the combined organic layers were washed cautiously with saturated aqueous sodium bicarbonate (until no more gases were evolved), then with water (2×250 mL) and brine (2×250 mL). The organic layer was dried (MgSO₄), filtered and concentrated under vacuum to provide the title product (60.9 g, 98%) as a light yellow solid: ¹ H NMR (CDCl₃) δ 9.87 (s, 1H), 8.50 (s, 1H), 8.10 (s+d, 2H), 7.51 (d, 1H), 4.70 (t, 2H), 4.41 (q, 2H), 3.19 (t, 2H), 1.42 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 247.1083, found 247.1068.

F. 2-Aminoimidazole

2Aminoimidazole sulfate (50 g, 378 mmol) was dissolved in methanol (1500 mL) and cooled to -78° C. Sodium methoxide (20.44 g, 378 mmol) was added portionwise over 60 min. The mixture stirred at -78° C. for 30 min, then at room temperature for 2.5 h. The solution was filtered through Celite® and concentrated under vacuum to provide 2-aminoimidazole as a semi-solid (32.5 g) which was used directly without further purification: ¹ H NMR (DMSO-d₆) δ 6.32 (s, 2H), 5.0 (bs, 2H).

G. 2-Phthalimidoimidazole

A mixture of phthalic anhydride (57.3 g, 387.mmol) and the product prepared according to Example 1050e Part F (32.5 g, 387 mmol) was heated with mechanical stirring to 190°-200° C. for 20 min, then was placed under vacuum for 10 min. The mixture was cooled to room temperature and dried under vacuum for 24 h. This material (80 g, 99%) was used without further purification. It could be purified by flash chromatography (chloroform:methanol gradient from 95:5 to 80:20): ¹ H NMR (DMSO-d₆) δ 12.35 (bs, 1H), 7.94-8.06 (m, 4H), 7.16 (bs, 2H); Mass spectrum (ESI) m/z 214.2 (100%, M+H⁺).

H. 1Triphenylmethyl-2-phthalimidoimidazole

A solution of the product prepared according to Example 1050e Part G (80 g, 375 mmol) in dichloromethane (200 mL) was treated with triphenylmethyl chloride (314 g, 1.126 mol) and triethylamine (151.8 g, 1.5 mol). The mixture was heated at reflux for 5.5 h, then cooled to room temperature and concentrated under vacuum. The residue was extracted several times with hexane/ethyl acetate (70:30). The residual solid was dissolved in dichloromethane and washed several times with water, dried (MgSO₄) and concentrated. The residual solid was boiled in hexane, filtered, and the solid was washed several times with hot hexane until no trityl chloride was present by TLC. This provided the title product (119 g, 70%): ¹ H NMR (CDCl₃) δ 7.64 (s, 4H), 7.28 (d, 6H), 7.17 (m, 7H), 7.06 (t, 3H),6.80 (d, 1H); Mass spectrum (NH₃ --CI) m/z 456 (100%, M+H⁺).

I. 1-Triphenylmethyl-2aminoimidazole

A mixture of the product prepared according to Example 1050e Part H (114 g, 250 mmol), hydrazine (78. mL, 2.50 mol) and ethanol (3500 mL) was heated at reflux for 2 h. The mixture was cooled and the solvent was removed under vacuum. The solid residue was partitioned between water (500 mL) and chloroform (500 mL and the aqueous phase was extracted further with chloroform (3×200 mL). The combined organic layers were washed with water (2×200 mL), dried (MgSO₄) and concentrated to provide a sticky solid. This was heated with hexane and filtered to provide the title product (65 g, 80%) as a granular solid: ¹ H NMR (DMSO-d₆) δ 7.33-7.44 (m, 9H), 7.13 (d, 6H), 6.51 (d, 1H), 6.26 (d, 1H); Mass spectrum (NH₃ --CI) 326 (100%, M+H⁺).

J. 1- 3- N-(1-Triphenylmethylimidazol-2yl)amino!-propyl!-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1050e Part E (10.0 g, 40.6 mmol), the product prepared according to Example 1050e Part I (13.2 g, 40.6 mmol) and toluene (500 mL) was heated at reflux under a Dean-Stark trap. Toluene (3×100 mL) was removed while adding fresh dry toluene. The mixture fleas then heated further for 20 h, when NMR analysis of an aliquot showed the absence of aldehyde. The mixture was cooled to room temperature and sodium triacetoxyborohydride (34.42 g, 162.4 mmol) was added. The mixture was stirred at room temperature for 20 h, then was poured into water (500 mL). The layers were separated and the aqueous phase was extracted with ethyl acetate (3×100 mL). The combined organics were washed with saturated aqueous sodium bicarbonate (2×100 mL), water (2×100 mL) and brine (2×100 mL), then were dried (MgSO₄), fIltered and concentrated under vacuum to provide a crude product (25.0 g). This was combined with the crude product from another run (starting from 7.77 g of the product prepared according to Example 1050e Part E and 10.28 g of the product prepared according to Example 1050e Part I) and was purified by flash chromatography (toluene:ethyl acetate step gradient from 90:10 to 50:50) to provide the title product (21.0 g, 52%) as an oil which slowly solidified: ¹ H NMR (CDCl₃) δ 8.45 (s, 1H), 7.97 (s, 1H) , 7.93 (d, 1H), 7.33 (m, 9H), 7.21 (m, 6H), 6.99 (d, 1H), 6.67 (d, 1H), 6.41 (d, 1H), 4.41 (q, 2H), 4.06 (t, 2H), 2.98 (m, 3H), 1.81 (m, 2H), 1.42 (t, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 556.2713, found 556.2725.

K. 1- 3- N-(1Triphenylmethylimidazol-2yl)amino!propylyl!-5-carboxyindazole

A mixture of the product prepared according to Example 1050e Part J (21.0 g, 37.8 mmol), ethanol (600 mL) and aqueous sodium hydroxide (1.0M; 209 mL, 209 mmol) was heated at reflux for 4 h. The mixture was cooled to room temperature and concentrated under vacuum to remove the ethanol. The pH of the residue was adjusted to 4, and the mixture was extracted with dichloromethane and the combined organic phases were dried (Na₂ SO₄). The mixture was filtered and the solids were washed with N,N-dimethylformamide to recover precipitated product. The combined filtrates were concentrated under vacuum and the residue was washed with ethanol and dried to provide the title product (16.9 g, 85%, as a white solid: ¹ H NMR (DMSO-d₆) δ 8.39 (s, 1H), 8.13 (s, 1H), 7.87 (d, 1H), 7.36 (m, 10H), 7.12 (d, 6H), 6.51 (d, 1H), 6.28 (d, 1H), 4.05 (t, 2H), 2.84 (m, 2H), 1.63 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 528.2400, found 528.2418.

L. Methyl 3- 1- 3(N-(1-triphenylmethylimidazol-2-yl)amino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionate

A mixture of the product prepared according to Example 1050e Part K (293 mg, 566 μmol), methyl 3amino-2(S)-(2,6-dimethyl-4-phenylbenzenesulfonyl)aminopropionate hydrochloride (prepared according to the method of Example 3093 Parts J and K described below; 290 mg, 727 μmol), N,N-dimethylformamide (7 mL), dicyclohexylcarbodiimide (115 mg, 557 μmol), 1-hydroxybenzotriazole hydrate (76 mg, 562 μmol) and triethylamine (230 μL, 1.65 mmol) was stirred at room temperature for 42 h. The mixture was concentrated under vacuum and the residue was purified by flash chromatography (ethyl acetate) to provide the title product (507 mg) contaminated with dicyclohexylurea, which was used in the subsequent reaction without further purification: ¹ H NMR (CDCl₃) δ 8.13 (s, 1H), 8.02 (s, 1H), 7.70 (d, 1H), 7.60-7.15 (22H), 6.98 (d, 1H), 6.87 (t, 1H), 6.67 (d, 1H), 6.41 (d, 1H), 6.08 (bs, 1H), 4.05 (t, 2H), 3.95 (m, 1H), 3.75 (m, 1H), 3.65 (s, 3H), 3.47 (m, 1H), 2.95 (m, 2H), 2.75 (s, 6H), 1.79 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 872.3594, found 872.3593.

M. 3- 1- 3-(N-imidazol-2-ylamino)propyl!-indazol-5-ylcarbonylamino!-2(S)-(2,6-dimethyl-4-phenylbenzene-sulfonylamino) propionic acid trifluoroacetate

A mixture of the product prepared according to Example 1050e Part L (469 mg, 540 μmol), ethanol (13 mL) and aqueous sodium hydroxide (1.0M; 2.7 mL, 2.7 mmol) was heated at reflux for 90 min. The mixture was cooled to room temperature and concentrated, and the residue was taken up in trifluoroacetic acid (6 mL) and heated at reflux for 90 min. The mixture was cooled to room temperature and concentrated. The residue was purified by preparative reverse phase high pressure liquid chromatography (acetonitrile:water containing 0.05% trifluoroacetic acid; gradient from 10:90 to 90:10) to provide the title product (218 mg, 55%) as a white solid: ¹ H NMR (MeOH-d₄) δ 8.06 (s, 1H), 7.95 (s, 1H), 7.63 (d, 1H), 7.34 (d, 1H), 7.28 (m, 5H), 7.09 (s, 2H), 6.75 (s, 2H), 4.34 (t, 2H), 4.27 (dd, 2H), 3.77 (dd, 1H), 3.47 (dd, 1H), 3.17 (t, 2H), 2.66 (s, 6H), 2.12 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 616.2342, found 616.2324.

EXAMPLE 1081 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionic acid trifluoroacetate

A. 1- 3-(N-phthalimido)-propyl!-5-ethoxycarbonylindazole

A mixture of tetrahydrofuran (50 mL) and 18-crown-6 (100 mg) was stirred at room temperature. Potassium bis(trimethylsilyl)amide (0.5M in toluene; 46.6 mL, 23.3 mmol) was added, followed by the product prepared according to Example 1050e Part C (4.43 g, 23.3 mmol) dissolved in dry tetrahydrofuran (50 mL). Then N-(3-bromopropyl)phthalimide (6.24 g, 23.3 mmol) dissolved in dry tetrahydrofuran (50 mL) was added. The mixture was heated at reflux for 16 h. The mixture was allowed to cool to room temperature and poured into water (200 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 50:50) to provide the title product (4.25 g, 48%) as a yellow solid: mp 122°-124° C.; ¹ H NMR (CDCl₃) δ 8.48 (s, 1H), 8.06 (s, 1H), 8.04 (d, 1H), 7.82 (m, 2H), 7.71 (m, 2H), 7.42 (d, 1H), 4.44 (t, 2H), 4.40 (q, 2H), 3.80 (t, 2H), 2.40 (m, 2H), 1.42 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 378.1454, found 378.1430. Also obtained (as a more polar fraction) was 2- 3-(N-phthalimido)propyl!-5-ethoxycarbonylindazole (2,75 g, 31%) as a yellow solid: mp 133°-135° C.; ¹ H NMR (CDCl₃) δ 8.48 (s, 1H), 8.25 (s, 1H), 7.85 (d, 1H), 7.81 (m, 2H), 7.70 (m, 2H), 7.61 (d, 1H), 4.50 (t, 2H), 4.40 (q, 2H), 3.78 (t, 2H), 2.47 (m, 2H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 378.1454, found 378.1430.

B. 1-(3-aminopropyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1081 Part A (2.10 g, 5.6 mmol), ethanol (35 mL), anhydrous tetrahydrofuran (35 mL) and anhydrous hydrazine (0.75 mL) was stirred at room temperature for 16 h. Dry tetrahydrofuran (100 mL) was added and the mixture was filtered. The filtrate was concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol 90:10 containing 1% triethylamine) to provide the title product (1.25 g, 91%) as an orange syrup: ¹ H NMR (CDCl₃) δ 8.51 (s, 1H), 8.10 (s, 1H), 8.06 (d, 1H), 7.46 (d, 1H), 4.52 (t, 2H), 4.41 (q, 2H), 2.68 (t, 2H), 2.06 (m, 2H), 1.47 (bs, 2H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 248.1399, found 248.1392.

C. 1- 3- N-(1-oxido)pyridin-2-ylamino!propyl!-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1081 Part B (600 mg, 2.4 mmol), 2-chloropyridine-N-oxide hydrochloride (806 mg, 4.9 mmol), sodium bicarbonate (816 mg, 9.7 mmol) and n-butanol (7 mL) was stirred at 100° C. for 21 h. The mixture was allowed to cool to room temperature and was filtered. The filtrate was concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol 95:5) to provide the title product (675 mg, 81%) as a pale yellow solid, mp 87°-89° C.: ¹ H NMR (CDCl₃) δ 8.52 (s, 1H), 8.15 (s, 1H), 8.13 (d, 1H), 8.03 (d, 1H), 7.39 (d, 1H), 7.10 (t, 1H), 6.93 (bt, 1H), 6.56 (t, 1H), 6.41 (d, 1H), 4.57 (t, 2H), 4.40 (q, 2H), 3.24 (q, 2H), 2.38 (m, 2H), 1.40 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 341.1614, found 341.1622.

D. 1- 3-(N-pyridin-2-ylamino)propyl!-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1081 Part C (62 mg, 182 μmol), 10% palladium on charcoal (8 mg) and ethanol (0.5 mL) was stirred at room temperature. Ammonium formate (63 mg, 1.0 mmol) was added and the mixture heated to reflux for 30 min. Additional 10% palladium on charcoal (8 mg) and 6ammonium formate (63 mg, 1.0 mmol) were added and the reaction was continued at reflux for 4 h. The mixture was allowed to cool to room temperature, filtered through Celite® and the solids were rinsed with ethanol. The solvent was evaporated from the filtrate under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol 95:5) to provide the title product (31 mg, 52%) as a glass: ¹ H NMR (CDCl₃) δ 8.52 (s, 1H), 8.12 (s, 1H), 8.06 (m, 2H), 7.38 (m, 2H), 6.55 (dd, 1H), 6.32 (d, 1H), 4.70 (bm, 1H), 4.53 (t, 2H), 4.40 (q, 2H), 3.30 (q, 2H), 2.24 (m, 2H), 1.42 (t, 3H); High resolution mass spectrum (NH3--CI) calculated (M+H⁺); 325.1665, found 325.1659.

E. 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2-ylamino)-propyl!-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1081 Part D (80 mg, 246 mol), dry tetrahydrofuran (4 mL), triethylamine (0.3 mL) and N,N-dimethylaminopyridine (5 mg) was stirred at 0° C. Di-tert-butyldicarbonate (130 mg, 2.4 equiv.) was added and the mixture was stirred for 30 min. The ice bath was removed and the mixture was stirred at room temperature for 16 h. Additional di-tert-butyldicarbonate (130 mg, 2.4 equiv.) and N,N-dimethylaminopyridine (5 mg) were added and the mixture was stirred at room temperature for 72 h. The solvent was evaporated under vacuum and the residue was purified by flash chromatography (hexanes:ethyl acetate 65:35) to provide the title product (70 mg, 66%) as a clear oil: ¹ H NMR (CDCl₃) δ 8.50 (s, 1H), 8.28 (m, 1H), 8.08 (s, 1H), 8.04 (d, 1H), 7.60 (m, 2H), 7.37 (d, 1H), 6.99 (m, 1H), 4.46 (t, 2H), 4.41 (q, 2H), 4.02 (t, 2H), 2.34 (m, 2H), 1.42 (t+s, 12H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺); 425.2189, found 425.2193.

F. 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2-ylamino)propyl!-5-carboxyindazole

A mixture of the product prepared according to Example 1081 Part E (7.9 g, 18.6 mmol), water (100 mL), ethanol (100 mL) and aqueous sodium hydroxide (1.0M; 40 ml, 40 mmol) was stirred at reflux for 16 h. The mixture was allowed to cool to room temperature and aqueous hydrochloric acid (1.0M; 43 mL, 43 mmol) was added. The solvent was decanted and the resulting gum was triturated several times with hexane to provide the title product (5.56 g, 75%) as a solid: mp 129°-131° C.; ¹ H NMR (CDCl₃) δ 8.59 (s, 1H), 8.30 (m, 1H), 8.12 (s, 1H), 8.07 (d, 1H), 7.61 (m, 2H), 7.41 (d, 1H), 7.00 (m, 1H), 4.46 (t, 2H), 4.01 (t, 2H), 2.34 (m, 2H), 1.42 (s, 9H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺); 397.1876, found 397.1878.

G. tert-Butyl 3- 1- 3-(N-(tert-butyloxycarbonyl-N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionate

A mixture of the product prepared according to the procedure of Example 1081 Part F (1.19 g, 3.0 mmol), tert-butyl 3-amino-2(S)-(benzyloxycarbonylamino)propionate (prepared according to Mokotoff and Logue, J. Med. Chem. 1981, 24, 554; 880 mg, 3.0 mmol), 1-hydroxybenzotriazole hydrate (410 mg, 3.0 mmol), and anhydrous tetrahydrofuran (20 mL) was stirred at room temperature. The mixture was treated with dicyclohexylcarbodiimide (660 mg, 3.2 mmol) and stirred for 24 h. The mixture was filtered and solvent was removed under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 50:50) to provide the title product (1.81 g, 89%) as a glass: ¹ H NMR (CDCl₃) δ 8.28 (d, 1H), 8.17 (s, 1H), 8.04 (s, 1H), 7.77 (d, 1H), 7.60 (d, 2H), 7.4-7.25 (m, 6H), 6.98 (m, 2H), 5.88 (bd, 1H), 5.13 (s, 2H), 4.47 (bm, 1H), 4.46 (t, 2H), 4.01 (t, 2H), 3.87 (m, 2H), 2.31 (m, 2H), 1.48 (s, 9H), 1.43 (s, 9H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 673.3350, found 673.3324.

H. 3- 1- 3-(N-pyridin-2ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionic acid trifluoroacetate

A mixture of the product prepared according to Example 1081 Part G (32 mg, 47 μmol), dichloromethane (5 mL) and trifluoroacetic acid (300 μL) was stirred at room temperature for 16 h. The mixture was concentrated under vacuum and toluene was added. The solvent was evaporated and the residue was triturated with ether. The solvent was removed by decantation, and the residue was dried to constant weight under vacuum to provide the desired product (25 mg, 83%) as a hygroscopic white solid: ¹ H NMR (DMSO-d₆) δ 8.57 (bm, 1H), 8.53 (bt, 1H), 8.26 (s, 1H), 8.21 (s, 1H), 7.82 (m, 3H), 7.69 (d, 1H), 7.59 (d, 1H), 7.28 (m, 5H), 6.93 (d, 1H), 6.78 (t, 1H), 4.99 (s, 2H), 4.52 (t, 2H), 4.23 (m, 1H), 3.60 (m, 2H), 3.24 (m, 2H), 2.15 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 517.2199, found 517.2213.

EXAMPLE 1094 3- 1- 3-(N-pyridin-2ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(isobutyloxycarbonylamino)propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2-ylamino)-propyl!indazol-5-ylcarbonylamino!-2(S)-aminopropionate

A mixture of the product prepared according to the procedure of Example 1081 Part G (1.60 g, 2.33 mmol), 10% palladium on charcoal (160 mg) and ethanol (30 mL) was placed in a pressure bottle and stirred at room temperature under an atmosphere of hydrogen (1 atmosphere pressure). After 5 h, the mixture was filtered through Celite®, the solids were rinsed with ethanol, and the filtrate was concentrated under vacuum to provide the title product (1.24 g, 97%) as a glass: ¹ H NMR (CDCl₃) δ 8.28 (d, 1H), 8.20 (s, 1H), 7.82 (d, 1H), 7.60 (m, 2H), 7.38 (d, 1H), 6.98 (m, 1H), 6.93 (bt, 1H), 4.45 (t, 2H), 4.00 (t, 2H), 3.88 (m, 1H), 3.66 (m, 1H), 3.56 (m, 1H), 2.51 (m, 2H), 2.05 (bs, ca. 2H), 1.48 (s, 9H), 1.42 (s, 9H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 539.2982, found 539.2998.

B. tert-Butyl 3- 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2ylamino)-propyl!indazol-5-ylcarbonylamino-!2(S)-(isobutyloxycarbonylamino)propionate

A solution of the product prepared according to Example 1094 Part A (100 mg, 186 μmol) in N,N-dimethylformamide (5 mL) was treated with isobutyl chloroformate (27 μL, 205 μmol), 4-(N,N-dimethylamino)pyridine (10 mg) and pyridine (15 μL, 205 μmol). The solution was stirred at room temperature for 16 h, then was concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:ethyl acetate 97:3) to provide the title product (106 mg, 89%) as a gum: ¹ H NMR (DMSO-d₆) δ 8.51 (m, 1H), 8.28 (m, 2H), 8.22 (s, 1H), 7.96 (s, 1H), 7.9-7.50 (m, 3H), 7.53 (d, 1H), 7.11 (m, 1H), 4.46 (t, 2H), 4.21 (m, 1H), 3.84 (m, 2H), 3.75 (d, 2H), 3.69 (m, 1H), 3.56 (m, 1H), 2.13 (m, 2H), 1.83 (m, 1H), 1.33 (s, 9H), 1.30 (s, 9H), 0.88 (d, 6H); High resolution mass spectrum (FAB) calculated (M+H⁺) calculated 639.3480, found 639.3506.

C. 3- 1- 3(N-pyridin-2ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(isobutyloxycarbonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1081 Part H, the product prepared according to Example 1094 Part B (106 mg, 166 μmol) was converted to the title product (76 mg, 76%) as a solid: ¹ H NMR (DMSO-d₆) δ 8.56 (m, 2H), 8.30 (s, 1H), 8.25 (s, 1H), 7.90-7.75 (m, 3H), 7.72 (d, 1H), 7.44 (d, 1H), 6.96 (d, 1H), 6.80 (t, 1H), 4.56 (t, 2H), 4.24 (m, 1H), 3.73 (d, 2H), 3.62 (m, 2H), 3.28 (m, 2H), 2.17 (m, 2H), 1.82 (m, 1H), 0.85 (d, 6H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) calculated 483.2348, found 483.2356.

EXAMPLE 1099b 3- 1- 3(N-pyridin-2ylamino)propyl!indazol-5-yl-carbonylamino!-2-(S)-(E- phenylethenyl!carbonylamino)-propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino-2(S)-(E- phenylethenyl!carbonylamino)propionate

A solution of the product prepared according to Example 1094 Part A (100 mg, 186 μmol) in tetrahydrofuran (3 mL) was treated with trans-cinnamic acid (28 mg, 186 μmol), 1-hydroxybenzotriazole hydrate (25 mg, 186 μmol) and dicyclohexylcarbodiimide (39 mg, 186 μmol). The mixture was stirred at room temperature for 18 h, then was concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 70:30) to provide the title product (108 mg, 87%) as a gummy white solid: ¹ H NMR (CDCl₃) δ 8.27 (d, 1H), 8.24 (s, 1H), 8.06 (s, 1H), 7.83 (d, 1H), 7.67 (d, J=17 Hz, 1H), 7.59 (m, 1H), 7.55-7.35 (m, 6H), 6.97 (m, 1H), 6.88 (d, 1H), 6.70 (d, J=17 Hz, 1H), 4.85 (m, 1H), 4.44 (t, 2H), 4.02 (m, 3H), 3.47 (m, 2H), 2.31 (m, 2H), 1.52 (s, 9H), 1.40 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 669.3401, found 669.3389.

B. 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(E- phenylethenyl!carbonylamino)propionate acid trifluoroacetate

Using the procedure of Example 1081 Part H, the product prepared according to Example 1099b Part A (100 mg, 150 μmol) was converted to the title product (90 mg, 96%) as a white solid: ¹ H NMR (DMSO-d₆) δ 8.64 (t, 1H), 8.47 (d, 1H), 8.31 (s, 1H), 8.04 (s, 1H), 7.90-7.80 (m, 3H), 7.73 (d, 1H), 7.58 (d, 1H), 7.50-7.35 (m, 6H), 6.98 (d, 1H), 6.82 (t, 1H), 6.74 (d, J=17 Hz, 1H), 4.63 (m, 1H), 4.55 (t, 2H), 3.75-3.55 (m, 2H), 3.27 (m, 2H), 2.18 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 513.2250, found 513.2239.

EXAMPLE 1108b 3-1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(cyclohexylcarbonylamino)propionic acid trifluoroacetate

A. 1- 3(pyridin-2-ylamino)propyl!-5-carboxyindazole

A mixture of the product prepared according to Example 1081 Part D (1.04 g, 3.19 mmol), ethanol (16 mL) and aqueous sodium hydroxide (1.0M; 16 ml, 16 mmol) was stirred at reflux for 20 h. The mixture was allowed to cool to room temperature and aqueous hydrochloric acid (1.0M; 16 mL, 16 mmol) was added. The resulting solid was collected by filtration, washed with water and dried to provide the title product: ¹ H NMR (DMSO-d₆) δ 8.42 (s, 1H), 8.22 (s, 1H), 7.90 (m, 2H), 7.76 (d, 1H), 7.38 (m, 1H), 6.58 (t, 1H), 6.42 (m, 2H), 4.52 (t, 2H), 3.20 (q, 2H), 2.08 (m, 2H); Mass spectrum (ESI) m/z 297.3 (100%, M+H⁺).

B. tert-Butyl 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionate

Using the procedure of 1081 Part G, the product prepared according to the procedure of Example 1108b Part A (740 mg, 2.5 μmmol) was converted to the title product (700 mg, 56%): ¹ H NMR (CDCl₃) δ 8.19 (s, 1H), 8.08 (s, 1H), 8.06 (m, 1H), 7.79 (d, 1H), 7.45-7.25 (m, 7H), 7.02 (bm, 1H), 6.56 (m, 1H), 6.32 (d, 1H), 5.90 (bm, 1H), 5.13 (s, 2H), 4.52 (t, 2H), 4.05 (bm, 1H), 3.87 (m, 2H), 3.47 (m, 1H), 3.28 (m, 2H), 2.26 (m, 2H), 1.48 (s, 9H); Mass spectrum (ESI) m/z 573.4 (22%, M+H⁺).

C. tert-Butyl 3-1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-aminopropionate

Using the procedure of 1094 Part A, the product prepared according to the procedure of Example 1108b Part B (700 mg, 1.22 mmol) was converted to the title product (500 mg, 93%) as a gummy solid: ¹ H NMR (CDCl₃) δ 8.24 (s, 1H), 8.09 (s, 1H), 8.01 (d, 1H), 7.84 (d, 1H), 7.47 (d, 1H), 7.40 (t, 1H), 7.10 (bm, 1H), 6.56 (t, 1H), 6.33 (d, 1H), 4.54 (t, 2H), 4.11 (m, 1H), 3.86 (m, 1H), 3.59 (m, 1H), 3.25 (m, 2H), 2.27 (m, 2H), 1.49 (s, 9H); Mass spectrum (ESI) m/z 439.3 (100%, M+H⁺).

D. tert-Butyl 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(cyclohexylcarbonylamino)propionate

Using the procedure of 1094 Part B, the product prepared according to the procedure of Example 1108b Part C (100 mg, 230 μmol) and cyclohexylcarbonyl chloride (31 μL, 230 μmol) were converted to the title product (60 mg, 50%): ¹ H NMR (CDCl₃) δ 8.22 (s, 1H), 8.10 (s, 1H), 7.91 (d, 1H), 7.80 (d, 1H), 7.54 (d, 1H), 7.45 (m, 2H), 6.72 (d, 1H), 6.57 (t, 1H), 6.32 (d, 1H), 4.72 (m, 1H), 4.58 (t, 2H), 3.89 (m, 1H), 3.76 (m, 1H), 3.19 (t, 2H), 2.30 (m, 3H), 2.19 (m, 1H), 2.0-1.2 (m, 10H); Mass spectrum (ESI) m/z 549.5 (100%, M+H⁺).

E. 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(cyclohexylcarbonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1081 Part H, the product prepared according to Example title product: ¹ H NMR (DMSO-d₆) δ 8.54 (m, 1H), 8.28 (s, 1H), 8.25 (s, 1H), 8.02 (d, 1H), 7.9-7.7 (m, 4H), 6.90 (m, 1H), 6.77 (m, 1H), 4.55 (t, 2H), 4.44 (m, 1H), 3.61 (m, 2H), 3.26 (m, 2H), 2.16 (m, 3H), 2.0-1.0 (m, 10H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 493.2563, found 493.2559.

EXAMPLE 1110a 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(phenylaminocarbonylamino)propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(phenylaminocarbonylamino)propionate

A solution of the product prepared according to Example 1094 Part A (105 mg, 195 μmol) in dichloromethane (5 mL) was treated sequentially with diisopropylethylamine (69 μL, 385 μmol) and phenyl isocyanate (49 μl, 448 μmol). The solution was stirred at room temperature for 1 h, then was concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate, 50:50) to provide the title product (72 mg, 56%): ¹ H NMR (CDCl₃) δ 8.25 (d, 1H), 8.18 (s, 1H), 7.95 (m, 1H), 7.86 (s, 1H), 7.75 (d, 1H), 7.70 (bm, 1H), 7.57 (m, 2H), 7.17 (m, 3H), 7.10 (m, 2H), 6.95 (m, 1H), 6.92 (m, 1H), 6.63 (m, 1H), 4.79 (m, 1H), 4.34 (t, 2H), 3.96 (m, 2H), 3.86 (m, 2H), 2.25 (m, 2H), 1.46 (s, 9H), 1.41 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 658.3353, found 658.3342.

B. 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(phenylaminocarbonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1081 Part H, the product prepared according to Example 1110a Part A (68 mg, 104 μmol) was converted to the title product (44 mg, 68%) as a white solid after preparative reverse phase high pressure liquid chromatography (acetonitrile:water containing 0.05% trifluoroacetic acid, gradient from 1:9 to 9:1): ¹ H NMR (MeOH-d₄) δ 8.24 (s, 1H), 8.09 (s, 1H), 7.85-7.70 (m, 2H), 7.68 (d, 1H), 7.55 (d, 1H), 7.29 (m, 2H), 7.17 (t, 2H), 6.91 (m, 2H), 6.79 (t, 1H), 4.66 (m, 1H), 4.54 (t, 2H), 3.88 (dd, 1H), 3.77 (dd, 1H), 3.27 (m, 2H), 2.28 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 502.2203, found 502.2196.

EXAMPLE 1129 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(1-naphthalene-sulfonylamino)-propionic acid trifluoroacetate

A. 1-(2-cyanoethyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1050e Part C (3.80 g, 20 mmol), acrylonitrile (7.9 mL, 120 mmol), sodium bis-(trimethylsilyl)amide (1.0M in tetrahydrofuran; 1.0 mL, 1.0 mmol) and ethanol (40 mL) was heated to reflux. After 2 h, the solution was cooled to room temperature and treated with aqueous hydrochloric acid (1.0M; 1.5 mL, 1.5 mmol). After the mixture was partially concentrated under vacuum, a solid formed. Water (100 mL) was added and the mixture was stirred briefly. The resulting solid was collected by filtration, rinsed with water and dried to provide the title product (4.38 g, 90%) as a pale yellow fluffy solid: mp 106°-109° C.; ¹ H NMR (CDCl₃) δ 8.54 (s, 1H), 8.16 (s, 1H), 8.13 (d, 1H), 7.48 (d, 1H), 4.70 (t, 2H), 4.42 (q, 2H), 3.03 (t, 2H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 244.1086, found 244.1070.

B. 1-(3-aminopropyl)-5-ethoxycarbonylindazole hydrochloride

A mixture of the product prepared according to Example 1129 Part A (60 g, 260 mmol), platinum oxide (6.0 g), ethanol (1600 mL) and chloroform (200 mL) was placed in a pressure bottle and agitated under an atmosphere of hydrogen (40 psig) for 19 h. The mixture was filtered through Celite® and the solids were washed with ethanol. The filtrate was concentrated under vacuum and the residue was dissolved in aqueous sodium bicarbonate and washed with ethyl acetate. The aqueous phase was acidified with hydrochloric acid and concentrated to a solid. This was dissolved in hot ethanol, filtered, and the filtrate cooled. The resulting crystals were collected by filtration to provide the title product. Repeating the reaction twice more starting with 57 g of the nitrile provided a total of 115 g (57%) of the title product as a white solid: mp 198°-200° C.; ¹ H NMR (DMSO-d₆) δ 8.49 (s, 1H), 8.32 (s, 1H), 8.07 (bs, 3H), 7.98 (d, 1H), 7.85 (d, 1H), 4.58 (t, 2H), 4.34 (q, 2H), 2.80 (bm, 2H), 2.14 (m, 2H), 1.34 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 248.1399, found 248.1396.

C. 1- 3- N-(1-oxido)pyridin-2-ylamino!propyl!-5-ethoxycarbonylindazole

Using the procedure of Example 1081 Part C, the product prepared according to Example 1129 Part B (566 mg, 2.0 mmol) was converted to the title product (470 mg, 69%). This product is the same as the product of Example 1081 Part C.

D. 1- 3- N-(1-oxido)pyridin-2-ylamino!propyl!-5-carboxyindazole

A mixture of the product prepared according to Example 1129 Part C (470 mg, 1.3 mmol), aqueous sodium hydroxide (1.0M; 4.0 moL, 4.0 mmol), water (10 mL) and ethanol (10 mL) was heated to reflux. After 30 h, additional aqueous sodium hydroxide (1.0M; 2.0 mL) was added and heating was continued. After 48 h more, the mixture was cooled to room temperature and treated with aqueous hydrochloric acid (1.0M; 6.0 mL) to give a precipitate. The solid was collected by filtration, rinsed with water and dried to provide the title product (369 mg, 91%) as a white solid: ¹ H NMR (DMSO-d₆) δ 12.70 (bs, 1H), 8.45 (s, 1H), 8.27 (s, 1H), 8.11 (d, 1H), 7.92 (d, 1H), 7.73 (d, 1H), 7.32 (bt, 1H), 7.16 (t, 1H), 6.70 (d, 1H), 6.59 (t, 1H), 4.53 (t, 2H), 3.24 (q, 2H), 2.14 (m, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 313.1301, found 313.1299.

E. tert-Butyl 3- 1- 3-(N-(1-oxido)pyridin-2-ylamino)-propyl!indazol-5-ylcarbonylamino!-2-(S)-(benzyloxy-carbonylamino)propionate

A mixture of the product prepared according to Example 1129 Part D (312 mg, 1.0 mmol), tert-butyl 3-amino-2(S)-benzyloxycarbonylaminopropionate (prepared according to Mokitoff and Logue, J. Med. Chem. 1981, 24, 554; 294 mg, 1.0 mmol), 1-hydroxybenzotriazole hydrate (135 mg, 1.0 mmol), tetrahydrofuran (4 mL) and dry N,N-dimethylformamide (1 mL) was stirred on an ice bath. Dicyclohexylcarbodiimide (227 mg, 1.1 mmol) was added, and the mixture was stirred for 1 h. The ice bath was removed and stirring was continued for 3.5 h more. The mixture was filtered, and the solid was rinsed with tetrahydrofuran. The filtrate was concentrated under vacuum, and the residue was taken up in ethyl acetate. The solution was washed with water, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane/methanol; 96:4, then 94:6) to provide the title product (304 mg, 52%) as an off-white glass: ¹ H NMR (CDCl₃) δ 8.00 (s, 1H), 8.11 (d, 1H), 8.07 (s, 1H), 7.76 (d, 1H), 7.4-7.2 (m, 6H), 7.18 (bt, 1H), 7.12 (t, 1H), 6.95 (bt, 1H), 6.53 (t, 1H), 6.39 (d, 1H), 6.10 (d, 1H), 5.11 (s, 2H), 4.50 (t, 3H),3.88 (m, 2H), 3.21 (q, 2H), 2.31 (m, 2H), 1.48 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 589.2775, found 589.2804.

F. tert-Butyl 3- 1- 3-(N-pyridin-2ylamino)-propyl!-indazol-5-ylcarbonylamino!-2-(S)-aminopropionate

A mixture of the product prepared according to Example 1129 Part E (266 mg, 452 mol) and 10% palladium on charcoal (65 mg) in ethanol (20 mL) was placed in a pressure bottle and agitated under an atmosphere of hydrogen (55 psig) for 100 h. The mixture was filtered through Celite® and the solids were rinsed with ethanol. The filtrate was concentrated under vacuum, and the residue was purified by flash chromatography (dichloromethane:methanol, step gradient from 96:4, to 92.5:7.5) to provide the title product (100 mg, 50%) as a colorless glass: ¹ H NMR (CDCl₃) δ 8.21 (s, 1H), 8.10 (s, 1H), 8.07 (d, 1H), 7.80 (d, 1H), 7.42 (d, 1H), 7.39 (t, 1H), 6.88 (bt, 1H), 6.56 (t, 1H), 6.33 (d, 1H), 4.90 (bt, 1H), 4.53 (t, 2H), 3.86 (m, 1H), 3.63 (m,1H), 3.52 (m, 1H), 3.28 (q, 2H), 2.26 (m, 2H), 1.90 (b, 2H), 1.48 (s, 9H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 439.2458, found 439.2457.

G. tert-Butyl 3- 1- 3-(N-pyridin-2-ylamino)-propyl!-indazol-5-ylcarbonylamino!-2-(S)-(1-naphthalenesulfonylamino)propionate

A solution of the product prepared according to Example 1129 Part F (77 mg, 176 μmol) in dry tetrahydrofuran (2 mL) was treated with 4-(N,N- dimethylamino)pyridine (24 mg, 193 μmol), 1-naphthalenesulfonyl chloride (44 mg, 193 μmol) and pyridine (16 μL, 193 μmol). The mixture was stirred at room temperature for 20 h, then was concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane-methanol, 96:4) and rotary thin-layer chromatography (dichloromethane-methanol, 96:4) to provide the title product (90 mg, 82%) as a colorless glass: ¹ H NMR (CDCl₃) δ 8.67 (d, 1H), 8.26 (d, 1H), 8.1-8.0 (m, 4H), 7.88 (d, 1H), 7.70 (m, 2H), 7.56 (m, 2H), 7.20 (m, 2H), 6.60 (m, 2H), 6.34 (d, 1H), 6.10 (bs, 1H), 5.35 (bs, 1H), 4.53 (t, 2H), 3.95 (b, 1H), 3.80 (m, 1H), 3.63 (m, 1H), 3.28 (q, 2H), 2.28 (m, 2H), 1.12 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 629.2546, found 629.2526.

H. 3- 1- 3-(N-pyridin-2-ylamino)-propyl!indazol-5-ylcarbonylamino!-2-(S)-(1-naphthalenesulfonylamino)propionic acid trifluoroacetate

A solution of the product prepared according to Example 1129 Part G (77 mg, 122 μmol) in dichloromethane (2 mL) was treated with trifluoroacetic acid (1 mL) and stirred at room temperature for 3 h. The solution was concentrated under vacuum, toluene was added, and the solvent was again removed under vacuum. The residue was triturated in ether, and the resulting solid was collected by filtration to provide the title product (81 mg, 96%) as a white powder: ¹ H NMR (DMSO-d₆) δ 8.60 (m, 3H), 8.39 (bt, 1H), 8.21 (s, 1H), 8.09 (d, 2H), 8.05 (s, 1H), 7.90 (t, 2H), 7.83 (t, 1H), 7.67 (m, 3H), 7.55 (m, 2H), 6.97 (d, 1H), 6.81 (t, 1H), 4.56 (t, 2H), 4.08 (q, 1H), 3.53 (m, 1H), 3.30 (m, 3H), 2.18 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 573.1947, found 573.1928.

EXAMPLE 1129a 3- 1- 3-(N-pyridin-2ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(4-phenylbenzenesulfonylamino)propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-tert-butyloxycarbonyl-N-pyridin-2ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(4-phenylbenzenesulfonylamino)propionate

Using the procedure of Example 1129 Part G, the product prepared according to Example 1094 Part A (86 mg, 159 μmol) and 4-phenylbenzenesulfonyl chloride were converted to the title product (116 mg, 97%): ¹ H NMR (CDCl₃) δ 8.28 (m, 1H), 8.23 (2, 1H), 8.06 (s, 1H), 7.92 (d, 2H), 7.81 (d, 1H), 7.68 (d, 2H), 7.60 (m, 2H), 7.53 (m, 2H), 7.45 (m, 3H), 7.37 (d, 1H), 6.99 (m, 1H), 6.88 (bt, 1H), 5.75 (d, 1H), 4.45 (t, 2H), 4.01 (m, 4H), 3.62 (m, 1H), 2.31 (m, 2H), 1.43 (s, 9H), 1.30 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 755.3227, found 755.3200.

B. 3- 1- 3-(N-pyridin-2ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(4-phenylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the product prepared according to Example 1129 a Part A (108 mg, 143 μmol) was converted to the title product: ¹ H NMR (MeOH-d₄) δ 8.16 (s, 1H), 8.08 (s, 1H), 7.85 (d, 2H), 7.8-7.7 (m, 4H), 7.58 (d, 2H), 7.5-7.3 (m, 6H), 6.9-6.75 (m, 2H), 4.48 (t, 2H), 4.23 (m, 1H), 3.78 (dd, 1H), 3.50 (dd, 1H), 3.26 (m, 2H), 2.26 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 599.2077, found 599.2062.

EXAMPLE 1155 3- 1- 3-(N-pyridin-2-ylamino)propyl!indazol-5-yl-carbonylamino!-2(S)-(benzylaminiosulfonylamino)propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-(tert-butyloxycarbonyl-N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzylaminosulfonylamino)propionate

A solution of the product prepared according to Example 1094 Part A (101 mg, 188 μmol) in anhydrous tetrahydrofuran (5 mL) was treated with N-benzylsulfamoyl chloride (prepared according to the procedures of Audrieth and Sveda, J. Org. Chem. 1944, 9, 89-101, and Kloeck and Leschinsky, J. Org. Chem. 1976, 41, 4028-4029; 51 mg, 248 μmol), then with 4-(N,N-dimethylamino)pyridine (37 mg, 193 μmol) and pyridine (19 μL, 252 μmol). The resulting mixture was stirred at room temperature for 24 h, then was concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 45:55) to provide the title product (92 mg, 70%) as a white solid: ¹ H NMR (CDCl₃) δ 8.27 (m, 1H), 8.18 (s, 1H), 8.04 (s, 1H), 7.78 (d, 1H), 7.60 (m, 2H), 7.36 (d, 1H), 7.29 (m, 5H), 6.99 (m, 1H), 6.79 (bt, 1H), 5.62 (d, 1H), 4.75 (t, 1H), 4.44 (t, 2H), 4.23 (t, 2H), 4.15 (m, 1H), 4.00 (m, 2H), 3.95 (m, 1H), 3.76 (m, 1H), 2.31 (m, 2H), 1.48 (s, 9H), 1.43 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 708.3179, found 708.3205

B. 3- 1- 3-(N-pyridin-2yl)aminoproply!indazol-5-yl!-carbonylamino-2(S)-benzylaminosulfonylaminopropionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the product prepared according to Example 1155 Part A (21 mg, 30 μmol) was converted to the title product (19 mg, 96%): ¹ H NMR (DMSO-d₆) δ 8.56 (m, 2H), 8.33 (s, 1H), 8.24 (s, 1H), 7.90-7.70 (m, 4H), 7.49 (d, 1H), 7.43 (t, 1H), 7.23 (m, 5H), 6.96 (d, 1H), 6.80 (t, 1H), 4.56 (t, 2H), 4.20-3.60 (m, 5H), 3.59 (m, 2H), 2.18 (t, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 552.2029, found 552.2042.

EXAMPLE 1178b 3- 1- 3-(N-3 4,5,6-Tetrahydropyrimidin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 1-(3-Benzyloxycarbonylaminopropyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1129 Part B (5.0 g, 18 mmol) and triethylamine (7.5 mL, 19 mmol) in dichloromethane (100 mL) was cooled on an ice bath and treated with benzyl chloroformate (2.7 mL, 19 mmol). The mixture was stirred at room temperature for 16 h, then was concentrated under vacuum. The residue was dissolved in dichloromethane and washed with water several times, then was dried over anhydrous magnesium sulfate, filtered and concentrated to provide the title product (3.4 g, 49%) as a white solid. While this material was suitable for further use, it could be purified by flash chromatography (dichloromethane:methanol 95:5): ¹ H NMR (CDCl₃) δ 8.50 (s, 1H), 8.06 (m, 2H), 7.38 (m, 6H), 5.20 (bm, 1H), 5.02 (s, 2H), 4.42 (m, 4H), 3.18 (m, 2H), 2.18 (m, 2H), 1.40 (m, 3H); Mass spectrum (ESI) m/z 382.5 (100%, M+H⁺).

B. 1-(3-Benzyloxycarbonylaminopropyl)-5-carboxyindazole

A mixture of the product prepared according to Example 1178b Part A (3.08 g, 8.07 mmol), lithium hydroxide hydrate (678 mg, 16.2 mmol), ethanol (160 mL) and water (40 mL) was stirred at room temperature. Tetrahydrofuran was added until the mixture was homogeneous, then stirring was continued for 5 days. The solution was concentrated, and the residue was taken up in water. The mixture was washed with ethyl acetate, and the aqueous phase was acidified to pH 4-5 with aqueous hydrochloric acid (1.0M). This mixture was then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, filtered and concentrated to provide the title product (1.6 g, 56%) as a sticky solid: ¹ H NMR (DMSO-d₆) δ 8.44 (s, 1H), 8.26 (s, 1H), 7.93 (d, 1H), 7.72 (d, 1H), 7.35 (m, 5H), 5.00 (s, 2H), 4.46 (t, 2H), 3.01 (m, 2H), 1.98 (m, 2H).

C. N² -(2,4,6 trimethylbenzenesulfonyl)-L-asparagine

L- Asparagine (20.0 g, 0.15 mol) was suspended in a mixture of tetrahydrofuran (130 mL) and water (250 mL). Triethylamine (68 mL, 0.48 mol) was added, followed by mesitylenesulfonyl chloride (49.7 g, 0.23 mol) added over 20 min. The reaction mixture became slightly warmer and the solids dissolved to yield a yellow solution. The reaction mixture was stirred for 3 h at room temperature, then washed twice with ether, and twice with dichloromethane. The aqueous layer was acidified to pH 1.5 with concentrated aqueous HCl, during which time a thick precipitate formed. After being stirred for 30 min the solid was collected by filtration, washed with water and dried to yield the title product (34.1 g, 72%) as a white solid: m.p. 193.5°-195° C.; ¹ H NMR (DMSO-d₆) δ12.58 (bs, 1H), 7.82 (d, 1H), 7.32 (bs, 1H), 6.99 (s, 2H), 6.88 (bs, 1H) 3.98 (m, 1H), 2.55 (s, 6H), 2.45 (dd, 1H), 2.28 (dd, 1H), 2.24 (s, 3H); Mass spectrum (ESI) m/z 315.2, (100%, M+H⁺).

D. 3-Amino-2-(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid

Sodium hydroxide (32 g, 0.80 mol), was dissolved in water (200 mL) and cooled in an ice bath.

Bromine (6.2 mL, 0.12 mol) was added dropwise over 5 min and the mixture was allowed to stir for 15 min. The product prepared according to Example 1178b Part C (31.44 g, 0.10 mol) was added in several portions over a period of ca. 10 min, during which time the yellow color faded. After stirring for 15 min more, the reaction mixture was heated rapidly to an internal temperature of ca. 85° C. After 1 h, the reaction mixture was allowed to cool to room temperature, then cooled in an ice bath. The reaction mixture was cautiously acidified to pH 6 with concentrated aqueous HCl, during which time a solid formed and gas was evolved. The solid was collected by filtration, washed with cold water, and allowed to dry overnight to provide the title product (23.9 g, 83%) as a white solid: ¹ H NMR (DMSO-d₆) δ 7.06 (s, 2H), 3.07 (dd, 1H), 3.35 (broad), 2.94 (dd, 1H), 2.80 (dd, 1H), 2.59 (s, 6H), 2.26 (s, 3H); Mass spectrum (ESI) m/z 287.2 (100%, M+H⁺).

E. tert-Butyl 3-amino-2-(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

The product prepared according to Example 1178b Part D (11.45 g, 0.04 mol) was placed in a pressure bottle and dissolved in dioxane (170 mL). Concentrated sulfuric acid (11 mL) was added and the reaction mixture was cooled in a dry ice-acetone bath. Liquid isobutylene (ca. 185 mL) was added, and the bottle was sealed and agitated for 114 h. The bottle was de-pressurized, then purged with nitrogen for a brief time. The reaction mixture was poured into a rapidly stirred mixture of water (225 mL) containing sodium hydroxide (17 g) and ether (600 mL) which had been pre-cooled in an ice bath. The layers were separated, and the aqueous layer was extracted with additional ether. These organic extracts were discarded. The pH of the aqueous layer was carefully adjusted with concentrated aqueous HCl to pH 11.0 and extracted four times with ether. The organic layers from the pH 11 extraction were combined, dried with anhydrous sodium sulfate, filtered and concentrated to yield the title product (8.64 g, 63%) as a viscous oil which gradually solidified: ¹ H NMR (CDCl₃) δ 6.95 (s, 2H), 3.69 (m, 1H), 2.93 (m, 2H), 2.67 (s, 6H), 2.28 (s, 3H), 1.28 (s, 9H); Mass spectrum (ESI) m/z 343.3 (100%, M+H⁺).

F. tert-Butyl 3- 1-(3-benzyloxycarbonylaminopropyl)indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

Using the procedure of Example 1129 Part E, the product prepared according to Example 1178b Part B (100 mg, 283 μmol) and the product prepared according to Example 1178b Part E (107 mg, 283 μmol) were converted to the title product (130 mg, 68%) as a yellowish solid: ¹ H NMR (CDCl₃) δ 8.24 (s, 1H), 8.09 (s, 1H), 7.85 (d, 1H), 7.42 (d, 1H), 7.36 (m, 5H), 6.93 (s, 2H), 6.83 (m, 1H), 5.78 (d, 1H), 5.09 (s, 2H), 4.47 (t, 2H), 4.02 (m, 1H), 3.84 (m, 1H), 3.7-3.4 (m, 2H), 3.18 (m, 2H), 2.66 (s, 6H), 2.26 (s, 3H), 2.15 (m, 2H), 1.21 (s, 9H); Mass spectrum (ESI) m/z 678.4 (41%, M+H⁺).

G. tert-Butyl 3- 1-(3-aminopropyl)-indazol-5-yl-carbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

A mixture of the product prepared according to Example 1178b Part F (50 mg, 74 μmol), palladium hydroxide on charcoal (Pearlman's catalyst; 15 mg), 1,4-cyclohexa-diene (1 mL) and methanol (2 mL) was heated at reflux. After 4 h, the mixture was cooled and filtered through Celite®, and the solids were rinsed with methanol. The filtrate was concentrated under vacuum to provide the title product (34 mg, 85%) as a solid which was used in subsequent reactions without further purification: ¹ H NMR (CDCl₃) δ 8.03 (s, 1H), 7.80-7.65 (m, 3H), 7.31 (d, 1H), 6.84 (s,H), 4.40 (m, 2H), 4.02 (m, 1H), 3.78 (m, 2H), 3.06 (m, 2H), 2.63 (m, 1H), 2.59 (s, 6H), 2.27 (m, 2H), 2.19 (s, 3H), 1.23 (s, 9H); Mass spectrum (ESI) m/z 544.5 (100%, M+H⁺).

H. tert-Butyl 3- 1- 3-(N-3,4,5,6-tetrahydropyrimidin-2-ylamino)propyl!-indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate hydriodide

A mixture of the product prepared according to Example 1178b Part G (100 mg, 184 μmol) and 2methylthio-3,4,5,6-tetrahydropyrimidine hydriodide (57 mg, 221 μmol) in pyridine (5 mL) was heated at 120° C. After 16 h, the mixture was cooled to room temperature and concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol, step gradient from 95:5 to 90:10) to provide the title product (37 mg, 27%): ¹ H NMR (CDCl₃) δ 8.30 (s, 1H), 8.10 (bm, 1H), 8.08 (s, 1H), 7.92 (d, 1H), 7.85 (t, 1H), 7.51 (d, 1H), 7.10 (bt, 1H), 6.95 (s, 2H), 4.47 (m, 2H), 3.95 (m, 1H), 3.85 (m, 1H), 3.61 (m, 1H), 3.44 (m, 4H), 3.27 (m, 2H), 2.64 (s, 6H), 2.28 (s, 3H), 2.15 (m, 2H), 2.00 (m, 2H), 1.30 (s, 9H); Mass spectrum (ESI) m/z 626.5 (100%, M+H⁺).

I. 3- 1- 3-(N-3,4,5,6-Tetrahydropyrimidin-2ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the product prepared according to Example 1178b Part H was converted to the title product: ¹ H NMR (DMSO-d₆) δ 8.46 (bt, 1H), 8.24 (s, 1H), 8.19 (s, 1H), 8.07 (d, 1H), 7.79 (d, 1H), 7.32 (bt, 1H), 6.84 (s, 2H), 4.47 (t, 2H), 4.02 (m, 1H), 3.6-3.4 (m, 2H), 3.21 (m, 4H), 3.03 (m, 2H), 2.52 (s, 6H), 2.07 (s, 3H), 2.05 (m, 2H), 1.78 (m, 2H); Mass spectrum (ESI) m/z 570.5 (100%, M+H⁺).

EXAMPLE 1198 3- 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionic acid trifluoroacetate

A. 1-(3-aminoproply)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1081 Part A (4.20 g, 11.1 mmol), ethanol (75 mL), dry tetrahydrofuran (75 mL) and anhydrous hydrazine (1.5 mL) was stirred at room temperature for 16 h. Dry tetrahydrofuran (100 mL) was added, the mixture was filtered and the filtrate was concentrated to provide the title product, which was used directly in the subsequent reaction without purification: ¹ H NMR (CDCl₃) δ 8.51 (s, 1H), 8.10 (s, 1H), 8.06 (d, 1H), 7.46 (d, 1H), 4.52 (t, 2H), 4.41 (q, 2H), 2.68 (t, 2H), 2.06 (m, 2H), 1.72 (bs, 2H), 1.43 (t, 3H).

B. 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)propyl!-5-ethoxycarbonylindazole hydriodide

The crude product of Example 1198 Part A was combined with 2-methylthio-4,5-dihydroimidazole hydriodide (2.71 g, 11.1 mmol) and pyridine (125 mL), and the mixture was heated at 80° C. for 5 h. The mixture was allowed to cool to room temperature and concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol 80:20) to provide the title product (3.73 g, 75%) as a gum: ¹ H NMR (DMSO-d₆) δ 8.50 (s, 1H), 8.30 (s, 1H), 8.24 (bs, 1H), 7.98 (d, 1H), 7.75 (d, 1H), 4.49 (t, 2H), 4.34 (q, 2H), 3.57 (s, 4H), 3.13 (m, 2H), 2.05 (m, 2H), 1.35 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 316.1774, found 316.1765.

C. tert-Butyl 3- 1- 3-(N-4,5-Dihydroimidazol-2yl-amino)-propyl!indazol-5-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionate hydrochloride

A mixture of the product prepared according to Example 1198 Part B (3.39 g, 7.64 mmol), aqueous sodium hydroxide (1.0M; 16 mL, 16 mmol) and ethanol (35 mL) was stirred at reflux for 16 h. The mixture was allowed to cool to room temperature and was treated with aqueous hydrochloric acid (1.0M; 16 mL, 16 mmol). The solvent was evaporated under vacuum, benzene was added and solvent was again evaporated. A portion of the resulting residue (77 mg, 240 μmol) was combined with tert-butyl 3-amino-2(S)-benzyloxycarbonylamino)propionate (prepared according to Mokotoff and Logue, J. Med. Chem. 1981, 24, 554; 70 mg, 240 μmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (60 mg, 313 μmol), 1-hydroxybenzotriazole hydrate (10 mg), dry N,N-dimethylformamide (5 mL) and triethylamine (0.1 mL), and the resulting mixture was stirred at room temperature for 16 h. The mixture was concentrated under vacuum and benzene (20 mL) was added. The solvent was evaporated and the residue was purified by flash chromatography (dichloromethane:methanol 90:10) to provide the title product (122 mg, 85%) as a yellow gum: ¹ H NMR (DMSO-d₆) δ 8.53 (bt, 1H), 8.30 (s, 1H), 8.24 (s+m, 2H), 7.88 (d, 1H), 7.71 (d, 1H), 7.70 (m, 1H), 7.34 (m, 5H), 5.04 (s, 2H), 4.47 (t, 2H), 4.23 (m, 1H), 3.75-3.50 (m, 2H), 3.55 (s, 4H), 3.12 (q, 2H), 2.06 (m, 2H), 1.33 (s, 9H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 564.2934, found 564.2959.

D. 3- 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino)-2(S)-(benzyloxycarbonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1081 Part H, the product prepared according to Example 1198 Part C (108 mg, 180 μmol) was converted to the title product (74 mg, 75%) as a hygroscopic, off-white solid: ¹ H NMR (DMSO-d₆) δ 8.57 (bt, 1H), 8.31 (s, 1H), 8.28 (m, 1H), 8.24 (s, 1H), 7.88 (d, 1H), 7.72 (d, 1H), 7.62 (m, 1H), 7.32 (m, 5H), 5.02 (s, 2H), 4.47 (t, 2H), 4.29 (m, 1H), 3.65 (m, 2H), 3.55 (s, 4H), 3.11 (q, 2H), 2.06 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 508.2308, found 508.2323.

EXAMPLE 1213 3- 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)-propyl!indazol-5-ylcarbonylamino!-2(S)-(benzenesulfonylamino)propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-4,5-dihydroimidazol-2yl-amino)propyl!indazol-5-ylcarbonylamino!-2(S)-(benzenesulfonylamino)propionate hydrochloride

A mixture of tert-butyl 3-benzyloxycarbonylamino-2-(S)-benzenesulfonylamino)propionate (200 mg, 460 μmol), methanol (15 mL) and 10% palladium on charcoal (25 mg) was stirred at room temperature. Hydrogen gas was bubbled through the solution for 5 minutes, and a hydrogen-filled balloon was then placed on the reaction flask. The mixture was stirred at room temperature for 3 h, then was filtered through Celite®. The solids were washed with methanol and the filtrate was concentrated. The residue was mixed with a portion of the intermediate residue obtained in Example 1198 Part C (149 mg, 460 μmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (120 mg, 626 μmol), 1-hydroxybenzotriazole hydrate (20 mg), dry N,N-dimethylformamide (10 mL) and triethylamine (0.2 mL). The mixture was stirred at room temperature for 16 h. The solvent was removed under vacuum and the residue was purified by flash chromatography (dichloromethane:ethanol 75:25) to provide the title product (220 mg, 78%) as a gum: ¹ H NMR (CDCl₃) δ 8.66-7.04 (m, 13H), 5.99 (bs, 1H), 4.52-1.98 (m, 15H), 1.30 (s, 9H); High resolution mass spectrum calculated (M+H⁺) 570.2499, found 570.2503.

B. 3- 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)propyl!-indazol-5-ylcarbonylamino!-2(S)-(benzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1081 Part H, the product prepared according to Example 1213 Part A (202 mg, 333 μmol) was converted to the title product (151 mg, 82%) as a hygroscopic solid: ¹ H NMR (DMSO-d₆) δ 8.56-7.08 (m, 15H), 4.54-2.01 (m, 13H); High resolution mass spectrum calculated (M+H⁺) 514.1873, found 514.1879.

EXAMPLE 1216b 3- 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. tert-Butyl 3- 1- 3-(N-4,5-dihydroimidazol-2-yl-amino)propyl!indazol-5-ylcarbonylamino-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate hydriodide

A mixture of the product prepared according to Example 1178b Part G (60 mg, 110 μmol), 2-methylthioimidazoline hydriodide (32 mg, 130 μmol) and pyridine (5 mL) was heated on an oil bath at 120° C. After 16 h, the mixture was cooled to room temperature and concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol, step gradient from 98:2 to 90:10) to provide the title product (30 mg, 37%): ¹ H NMR (CDCl₃) δ 8.03 (s, 1H), 7.82 (s, 1H), 7.73 (d, 1H), 7.70 (bm, 1H), 7.31 (d, 1H), 6.84 (s, 1H), 4.39 (m, 2H), 3.99 (m, 1H), 3.78 (m, 2H), 3.48 (s, 4H), 3.01 (m, 2H), 2.60 (s, 6H), 2.21 (m, 2H), 2.17 (s, 3H), 1.24 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 612.2968, found 612.2975.

B. 3- 1- 3-(N-4,5-Dihydroimidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, followed by purification by preparative reverse phase high pressure liquid chromatography (acetonitrile:water containing 0.05% trifluoroacetic acid; gradient from 10:90 to 90:10), the product prepared according to Example 1216b Part A was converted to the title product (15 mg, 48%): ¹ H NMR (MeOH-d₄) δ 8.16 (s, 2H), 7.79 (d, 1H), 7.59 (d, 1H), 6.76 (s, 2H), 4.52 (t, 2H), 4.16 (dd, 1H), 3.77 (dd, 1H), 3.59 (s, 4H), 3.47 (dd, 1H), 3.16 (m, 2H), 2.57 (s, 6H), 2.18 (m, 2H), 2.02 (s, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 556.2372, found 556.2342.

EXAMPLE 1326b 3- 1- 1-(RS)-Methyl-3-(N-pyridin-2ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 1-(1-(RS)-methyl-2-cyanoethyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1050e Part C (1.90 g, 10 mmol), crotononitrile (4.9 mL, 60 mmol), sodium bis(trimethylsilyl)amide (1.0M in tetrahydrofuran; 0.5 mL, 0.5 mmol) and ethanol (20 mL) was heated at reflux for 18 h. The solution was cooled to room temperature and treated with aqueous hydrochloric acid (1.0M; 0.5 mL). The solvent was removed under vacuum, and the residue was taken up in dichloromethane and washed with water. The organic phase was dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 60:40) to provide the title product (2.49 g, 96%) as a viscous syrup which gradually solidified on standing: ¹ H NMR (CDCl₃) δ 8.53 (s, 1H), 8.17 (s, 1H), 8.11 (d, 1H), 7.45 (d, 1H), 5.03 (m, 1H), 4.41 (q, 2H), 3.05 (m, 2H), 1.74 (d, 3H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 258.1243, found 258.1248.

B. 1-(1-(RS)-methyl-3-aminopropyl)-5-ethoxycarbonylindazole hydrochloride

Using the procedure of Example 1129 Part B, the product prepared according to Example 1326b Part A (2.0 g, 7.8 mmol) was converted into the title product (2.22 g, 96%) as a pale yellow, hygroscopic glass: ¹ H NMR (DMSO-d₆) δ 8.48 (s, 1H), 8.33 (s, 1H), 8.10 (bs, 3H), 7.96 (d, 1H), 7.88 (d, 1H), 5.11 (m, 1H), 4.34 (q, 2H), 2.75 (bm, 1H), 2.45 (bm, 1H), 2.30 (bm, 1H), 2.15 (bm, 1H), 1.49 (d, 3H), 1.35 (t, 3H); high resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 262.1556, found 262.1561.

C. 1-(1-(RS)-methyl-3- N-(1-oxido)pyridin-2-ylamino!propyl)-5-ethoxycarbonylindazole. Using the procedure of Example 1081 Part C, the product prepared according to Example 1326b Part B (596 mg, 2.0 mmol) was converted into the title product (312 mg, 44%) as a tan glass: ¹ H NMR (CDCl₃ ) δ 8.52 (s, 1H), 8.18 (s, 1H), 8.09 (d, 1H), 7.98 (d, 1H), 7.38 (d, 1H), 6.99 (t, 1H), 6.82 (bt, 1H), 6.51 (d, 1H), 4.90 (m, 1H), 4.41 (q, 2H), 3.12 (m, 1H), 2.95 (m, 1H), 2.61 (m, 1H), 2.22 (m, 1H), 1.62 (d, 3H), 1.42 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 355.1770, found 355.1771.

D. 1-(1-(RS)-methyl-3- N-pyridin-2-ylamino!propyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1326b Part C (292 mg, 824 μmol), polymer-supported triphenylphosphine (550 mg, ca. 1.65 mmol) and N,N-dimethylformamide (5 mL) was heated on an oil bath at 160° C. After 18.5 h, an additional aliquot of polymer-supported triphenylphosphine (550 mg) was added, and the reaction was heated for 24 h more. The mixture was cooled to room temperature and filtered. The solid was washed with N,N-dimethylformamide, and the filtrate was concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:methanol 96:4) and rotary thin-layer chromatography (dichloromethane:methanol 97:3) to provide the title product (189 mg, 67%) as a pale yellow gum which gradually solidified on standing: ¹ H NMR (CDCl₃) δ 8.52 (s, 1H), 8.16 (s, 1H), 8.05-8.00 (m, 2H), 7.41 (d, 1H), 7.33 (t, 1H), 6.54 (t, 1H), 6.19 (d, 1H), 4.87 (m, 1H), 4.50-4.30 (m, 3H), 3.16 (m, 1H), 3.05 (m, 1H), 2.45 (m, 1H), 2.23 (m, 1H), 1.61 (d, 3H), 1.42 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 339.1821, found 339.1832.

E. 1-(1-(RS)-methyl-3- N-pyridin-2-ylamino!propyl)-5-carboxyindazole

A mixture of the product prepared according to Example 1326b Part D (180 mg, 532 μmol), aqueous sodium hydroxide (1.0M; 2.13 mL, 2.13 mmol) and ethanol (4 mL) was heated to reflux. After 4.25 h, the solution was cooled to room temperature and concentrated under vacuum. The residue was used directly in the next reaction without purification or characterization.

F. tert-Butyl 3- 1- 1-(RS)-methyl-3-(N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

The product of Example 1326b Part E was combined with the product prepared according to Example 1178b Part E (183 mg, 535 μmol), 1-hydroxybenzotriazole hydrate (72 mg, 535 μmol), N,N-dimethylformamide (8 mL), and triethylamine (1 drop), and the mixture was treated with dicyclohexylcarbodiimide (121 mg, 589 μmol) and stirred at room temperature. After 21.75 h, the mixture was diluted with ethyl acetate and filtered. The filtrate was concentrated under vacuum, and the residue was purified by flash chromatography (dichloromethane:methanol 97:3) to provide the title product (286 mg, 85%) as a colorless glass: ¹ H NMR (CDCl₃) δ 8.21 (s, 1H), 8.12 (s, 1H), 8.04 (dd, 1H), 7.77 (dt, 1H), 7.40 (d, 1H), 7.33 (t, 1H), 6.93 (s, 2H), 6.87 (bt, 1H), 6.53 (dd, 1H), 6.18 (d, 1H), 6.01 (bs, 1H), 4.86 (bm, 1H), 4.51 (m, 1H), 4.0-3.8 (m, 2H), 3.65 (m, 1H), 3.15 (m, 1H), 3.03 (m, 1H), 2.66 (s, 6H), 2.44 (m, 1H), 2.26 (s, 3H), 2.22 (m, 1H) 1.61 (d, 3H), 1.30 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 635.3016, found 635.3019.

G. 3- 1- 1-(RS)-Methyl-3-(N-pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonyl)aminopropionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the product prepared according to Example 1326b Part F (109 mg, 172 μmol) was converted to the title product (92 mg, 77%) as a white powder: ¹ H NMR (DMSO-d₆) δ 8.43 (bt, 2H), 8.27 (s, 1H), 8.17 (s, 1H), 8.06 (d, 1H), 7.8-7.6 (m, 4H), 6.87 (d, 1H), 6.82 (d, 2H), 6.74 (t, 1H), 5.02 (m, 1H), 4.02 (q, 1H), 3.57 (m, 1H), 3.40 (m, 1H), 3.07 (m, 2H), 2.53 (s, 6H), 2.37 (m, 1H), 2.21 (m, 1H), 2.05 (s, 3H), 1.52 (d, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 579.2390, found 579.2405.

EXAMPLE 1326f 3- 1- 3-(N-pyridin-2ylamino)propyl!-3-phenylindazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 3-Bromo-5-ethoxycarbonylindazole

A solution of the product prepared according to Example 1050e Part C (3.80 g, 20 mmol) in acetic acid (120 mL) was stirred at room temperature and treated with bromine (1.55 mL, 30 mmol). The mixture was stirred in the dark for 51 h, then was poured into water (600 mL). The resulting slurry was stirred at room temperature and treated with small portions of solid sodium bisulfite, whereupon the original orange color faded to almost white. After stirring 20 min more, the solid was collected by filtration, rinsed with water and dried to provide the title product (5.14 g, 96%) as a white solid. While pure enough for use in subsequent reactions, this material could be purified further by flash chromatography (hexanes:ethyl acetate 70:30): ¹ H NMR (DMSO-d₆) δ 13.80 (bs, 1H), 8.20 (d, 1H), 8.01 (dd, 1H), 7.69 (d, 1H), 4.36 (q, 2H), 1.37 (t, 3H); Mass spectrum (NH₃ --CI) m/z 269 (100%), 271 (95%) (M+H⁺).

B. 3-Phenyl-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1326f Part A (2.69 g, 10.0 mmol), phenylboronic acid (1.71 g, 14.0 mmol), triethylamine (5.6 mL, 40.0 mmol), and N,N-dimethylformamide (20 mL) was purged of oxygen by bubbling with nitrogen for 20 min. Tetrakis(triphenylphosphine)palladium (580 mg, 500 μmol) was added, and the mixture was heated on an oil bath at 110° C. under nitrogen. After 48 h, the mixture was cooled to room temperature and diluted with water. The mixture was extracted with ethyl acetate, and the organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 80:20) to provide the title product (542 mg, 20 %) as a white solid: ¹ H NMR (CDCl₃ ) δ 11.44 (bs, 1H), 8.78 (s, 1H), 8.06 (d, 1H), 8.01 (d, 2H), 7.57 (t, 2H), 7.49 (t, 1H), 7.30 (d, 1H), 4.44 (q, 2H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 267.1134, found 267.1132.

C. 1-(2-Cyanoethyl)-3-phenyl-5-ethoxycarbonylindazole

Using the procedure of Example 1129 Part A, followed by purification by flash chromatography (hexanes:ethyl acetate 70:30),the product prepared according to Example 1326f Part B (266 mg, 1.0 mmol) was converted to the title product (263 mg, 82%) as a white solid: mp 99°-102° C.; ¹ H NMR (CDCl₃) δ 8.77 (s, 1H), 8.16 (d, 1H), 7.96 (m, 2H), 7.60-7.40 (m, 4H), 4.73 (t, 2H), 4.43 (q, 2H), 3.10 (t, 2H), 1.44 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 320.1399, found 320.1386.

D. 1-(3-aminopropyl)-3-phenyl-5-ethoxycarbonylindazole hydrochloride

Using the procedure of Example 1129 Part B, the product prepared according to Example 1326f Part C (214 mg, 670 μmol) was converted to the title product (260 mg, >100%) as a tan solid which was not purified, but was used directly in subsequent reactions: ¹ H NMR (DMSO-d₆) δ 8.64 (s, 1H), 8.05 (d, 1H), 8.0-7.9 (m), 7.60 (t, 2H), 7.49 (m, 1H), 4.63 (t, 2H), 4.37 (q, 2H), 2.90 (m, 2H), 2.18 (m, 2H), 1.36 (t, 3H); High resolution mass spectrum (ESI) calculated (M+H⁺) 323.1634, found 323.1645.

E. 1- 3-(N-(1-oxido)pyridin-2-ylamino)propyl!-3phenyl-5-ethoxycarbonylindazole

Using the procedure of Example 1081 Part C, the crude product of Example 1326f Part D was converted into the title product (122 mg, 43%) as a tan glass: ¹ H NMR (CDCl₃) δ 8.78 (s, 1H), 8.13 (d, 1H), 8.07 (d, 1H), 7.99 (d, 2H), 7.55 (t, 2H), 7.47 (d, 1H), 7.42 (d, 1H), 7.09 (t, 1H), 6.97 (bt, 1H), 6.56 (t, 1H), 6.47 (d, 1H), 4.59 (t, 2H), 4.43 (q, 2H), 3.32 (q, 2H), 2.41 (m, 2H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 417.1927, found 417.1918.

F. 1- 3-(N-pyridin-2-ylamino)propyl!-3-phenyl-5-ethoxycarbonylindazole

Using the procedure of Example 1129 Part F, the product prepared according to Example 1326f Part E (106 mg, 255 μmol) was converted to the title product (39 mg, 38%) as a glass: ¹ HNMR (CDCl₃) δ 8.77 (s, 1H), 8.08 (m, 2H), 7.98 (d, 2H), 7.54 (t, 2H), 7.5-7.3 (m, 3H), 6.56 (t, 1H), 6.32 (d, 1H), 4.77 (bt, 1H), 4.55 (t, 2H), 4.42 (q, 2H), 3.35 (q, 2H), 2.30 (m, 2H), 1.43 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 401.1978, found 401.1977.

G. tert-Butyl 3- 1- 3-(N-pyridin-2-ylamino)propyl!-3-phenylindazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

Using the procedures of Example 1326b Parts E and F, the product prepared according to Example 1326f Part F (38 mg, 95 μmol) was converted to the title product (59 mg, 89%) as a glass: ¹ H NMR (CDCl₃) δ 8.57 (s, 1H), 8.08 (d, 1H), 8.01 (d, 2H), 7.85 (d, 1H), 7.53 (t, 2H), 7.5-7.4 (m, 3H), 6.97 (m, 1H), 6.92 (s, 2H), 6.57 (dd, 1H), 6.33 (d, 1H), 5.86 (d, 1H), 4.57 (t, 2H), 3.98 (m, 1H), 3.83 (m, 1H), 3.53 (m, 1H), 3.35 (q, 2H), 2.65 (s, 6H), 2.31 (m, 2H), 2.24 (s, 3H), 1.31 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 697.3172, found 692.3184.

H. 3- 1- 3-(N-pyridin-2-yl)aminopropyl!3-phenylindazol-5-yl!carbonylamino-2(S)-(2,4,6-trimethylbenzenesulfonyl)aminopropionic acid trifluoroacetate

Using the procedure of Example 1129 Part H. the product prepared according to Example 1326f Part G (44 mg, 63 μmol) was converted to the title product (32 mg, 80%) as an off-white powder: ¹ H NMR (DMSO-d₆) δ 8.61 (bt, 1H), 8.38 (s, 1H), 8.08 (d, 1H), 8.01 (d, 2H), 7.88 (d, 1H), 7.82 (d, 1H), 7.75 (d, 1H), 7.71 (bm, 1H), 7.57 (t, 2H), 7.47 (t, 1H), 6.86 (bd, 1H), 6.72 (bt, 1H), 6.70 (s, 2H), 4.61 (t, 2H), 4.07 (in, 1H), 3.58 (m, 1H), 3.5-3.3 (m, 3H), 2.51 (s, 6H), 2.23 (in, 2H), 1.92 (s, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 641.2546, found 641.2569.

EXAMPLE 1326g 3- 1- 3-(N-pyridin-2-ylamino)propyl!-3-(2-phenylethyl)indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 3-Phenylethynyl-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1326f Part A (269 mg, 1.0 mmol), triphenylphosphine (21 mg, 80 μmol), copper(I) iodide (8 mg, 40 μmol), phenylacetylene (165 μL, 1.5 mmol) and diethylamine (5 mL) was purged of oxygen by bubbling with nitrogen for 35 min. Bis(triphenylphosphine)palladium(II) chloride (14 mg, 20 μmol) was then added, and the mixture was heated to reflux under nitrogen. After 16.5 h, the mixture was cooled to room temperature and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 80:20) to provide the title product (227 mg, 78%) as a yellowish solid: ¹ H NMR (CDCl₃) δ 8.66 (s, 1H), 8.13 (d, 1H), 7.68 (m, 2H), 7.55 (d, 1H), 7.42 (m, 3H), 4.45 (q, 2H), 1.45 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 291.1134, found 291.1111.

B. 1-(2-Cyanoethyl)-3-(2-phenylethynyl)-5-ethoxycarbonylindazole

Using the procedure of Example 1129 Part A, the product prepared according to Example 1326g Part A (278 mg, 958 μmol) was converted to the title product (254 mg, 77%) as a tan solid: mp 90°-94° C.; ¹ H NMR (CDCl₃) δ 8.63 (s, 1H), 8.17 (d, 1H), 7.67 (m, 2H), 7.52 (d, 1H), 7.42 (m, 3H), 4.70 (t, 2H), 4.45 (q, 2H), 3.09 (t, 2H), 1.46 (t, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 344.1399, found 344.1391.

C. 1-(3-Aminopropyl)-3-(2-phenylethyl)-5-ethoxycarbonylindazole hydrochloride

Using the procedure of Example 1129 Part B. the product prepared according to Example 1326g Part B (240 mg, 699 μmol) was converted to the title product (277 mg, >100%) as a pale yellow solid which was not purified, but was used directly in subsequent reactions: ¹ H NMR (DMSO-d₆) δ 4.50 (m, 2H), 3.28 (t, 2H), 3.05 (t, 2H), 2.80 (m, 2H), 2.10 (m, 2H).

D. 1- 3- N-(1-oxido)pyridin-2-ylamino!propyl!-3-(2-phenylethyl)-5-ethoxycarbonylindazole

Using the procedure of Example 1081 Part C, the crude product of Example 1326g Part C was converted into the title product (145 mg, 46%) as a pale yellow glass which was not purified but was used in subsequent reactions: Mass spectrum (ESI) m/z 445.4 (100%, M+H⁺).

E. 1- 3- N-pyridin-2-ylamino!propyl!-3-(2phenylethyl)-5-ethoxycarbonylindazole

Using the procedure of Example 1326b Part D, the impure product of Example 1326g Part D was converted to the title product (90 mg, 70%) as a yellow gum, which impure but was used in subsequent reactions without further purification.

F. tert-Butyl 3- 1- 3-(N-pyridin-2-ylamino)propyl!-3-(2-phenylethyl)indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

Using the procedures of Example 1326b Parts E and F, the impure product of Example 1326g Part E was converted to the title product (98 mg, 64%) as a glass, which was impure but was used without further purification in the subsequent reaction.

G. 3- 1- 3-(N-pyridin-2-ylamino)propyl!-3-(2phenylethyl)indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the impure product of Example 1326g Part F was converted to the title product. The crude material was purified by preparative reverse-phase high pressure liquid chromatography (acetonitrile-water containing 0.05% trifluoroacetic acid, gradient from 10:90 to 90:10) to provide the title product (20 mg, 20 %) as an off-white powder: High resolution mass spectrum (FAB) calculated (M+H⁺) 669.2859, found 669.2881.

EXAMPLE 1327b 3- 1- 2-(N-Imidazol-2-ylaminocarbonyl)ethyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 1-(2-tert-Butyloxycarbonylethyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1050e Part C (2.0 g, 10.5 mmol), tert-butyl acrylate (9.3 mL, 63.5 mmol) and ethanol (21 mL) was treated with sodium bis(trimethylsilyl)amide (1.0M in tetrahydrofuran; 530 μL, 530 μmol). The resulting solution was heated at reflux for 3 h, then was cooled to room temperature. Aqueous hydrochloric acid (1.0M; 550 μL, 550 μmol) was added, and the mixture was concentrated. The residue was partitioned between ether and water, and the aqueous phase was extracted further with ether. The combined organic phases were dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 85:15) to provide the title product (830 mg, 25%): ¹ H NMR (CDCl₃) δ 8.49 (s, 1H), 8.10 (s, 1H), 8.07 (d, 1H), 7.50 (d, 1H), 4.64 (t, 2H), 4.41 (q, 2H), 2.91 (t, 2H), 1.42 (t, 3H), 1.33 (s, 9H); high resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 319.1658, found 319.1655.

B. 1-(2-Carboxyethyl)-5-ethoxycarbonylindazole

A solution of the product prepared according to Example 1327b Part A (791 mg, 2.49 mmol) in dichloromethane (28 mL) was treated with trifluoroacetic acid (6 mL). The mixture was stirred at room temperature for 16 h, then was concentrated under vacuum. Addition of ether to the residue produced, after filtering and drying, the title product (571 mg, 88%) as a white solid: ¹ H NMR (CDCl₃) δ 8.52 (s, 1H), 8.12 (s, 1H), 8.09 (d, 1H), 7.49 (d, 1H), 4.67 (t, 2H), 4.41 (q, 2H), 3.07 (t, 2H), 1.42 (t, 3H); Mass spectrum (ESI) m/z 263.3 (100%, M+H⁺).

C. 1-(2-(N-imidazol-2-ylaminocarbonyl)ethyl)-5-ethoxycarbonylindazole

A mixture of the product prepared according to Example 1327b Part B (352 mg, 1.34 mmol), 2-aminoimidazole sulfate (0.55 g, 4.15 mmol), diisopropylethylamine (1.17 mL, 6.7 mL) and N,N-dimethylformamide (7 mL) was treated with benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphonate (BOP Reagent; 891 mg, 2.0 mmol) and warmed to 70° C. on an oil bath. The mixture was stirred at this temperature for 18 h, then was cooled to room temperature and diluted with water (75 mL). The resulting precipitate was collected by filtration to provide the title product (310 mg, 71%) which was used in subsequent reactions without further purification: ¹ H NMR (CDCl₃) δ 8.49 (s, 1H), 8.11 (s, 1H), 8.07 (d, 1H), 7.88 (b, 1H), 7.55 (d, 1H), 7.40 (b, 1H), 4.75 (t, 2H), 4.41 (q, 2H), 3.01 (t, 2H), 1.42 (t, 3H); high resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 328.1046, found 328.1031.

D. 1-(2-(N-imidazol-2-ylaminocarbonyl)ethyl)-5-carboxyindazole

A mixture of the product of Example 1327b Part C (145 mg, 443 μmol), tetrahydrofuran (2 mL) and water (2 mL) was treated with aqueous lithium hydroxide (1.0 M; 0.56 mL, 560 μmol) and stirred at room temperature for 21 h. The reaction was incomplete by thin-layer chromatography, so additional lithium hydroxide solution (a total of 1.35 mL) was added in four portions over the next 8 h. After stirring for 16 h more, the reaction was acidified with aqueous hydrochloric acid (1.0M) and concentrated under vacuum. The residue was partitioned between water and dichloromethane, and the organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated to provide the title product (49 mg, 37%): ¹ H NMR (DMSO-d₆) δ 8.41 (s, 1H), 8.24 (s, 1H), 7.94 (d, 1H), 7.76 (d, 1H), 6.67 (s, 2H), 4.73 (t, 2H), 3.00 (t, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 300.1097, found 300.1097.

E. tert-Butyl 3- 1- 2-(N-imidazol-2ylaminocarbonyl)ethyl!indazol-5-ylcarbonylamino!-2-(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

Using the procedure of Example 1326b Part F, the product prepared according to Example 1327b Part D (48 mg, 160 μmol) was converted to the title product (32 mg, 32%): Mass spectrum (ESI) m/z 624.4 (100%, M+H⁺).

F. 3- 1- 2-(N-imidazol-2-ylaminocarbonyl)ethyl!indazol-5-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1081 Part H followed by purification by preparative reverse phase high pressure liquid chromatography (acetonitrile:water containing 0.05% trifluoroacetic acid, gradient from 10:90 to 90:10), the product prepared according to Example 1327b Part E (32 mg, 52 μmol) was converted to the title product (28 mg, 95%) as a white powder after lyophilization: ¹ H NMR (MeOH-d₄) δ 8.11 (s, 1H), 8.09 (s, 1H), 7.77 (d, 1H), 7.68 (d, 1H), 7.10 (s, 2H), 6.73 (s, 2H), 4.81 (t, 2H), 4.14 (dd, 1H), 3.75 (dd, 1H), 3.47 (dd, 1H), 3.19 (t, 1H), 2.56 (s, 6H), 1.97 (s, 3H); high resolution mass spectrum (FAB) calculated (M+H⁺) 568.1978, found 568.1972.

EXAMPLE 2328 3- 1- 4-(N-4,5-Dihydroimidazol-2-ylamino)butyl!indazol-4-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionic acid trifluoroacetate

A. Methyl 2-methyl-3-aminobenzoate

A mixture of methyl 2-methyl-3-nitrobenzoate (30 g, 154 mmol), 10% palladium on charcoal (3.0 g) and ethanol (350 mL) was shaken under hydrogen at 50 psig. After 4 h, the mixture was filtered through Celite® and the solids were washed with additional ethanol. The filtrate was concentrated to provide the title product (24.4 g, 96%) as a tan oil: ¹ H NMR (CDCl₃) δ 7.18 (m, 1H), 7.06 (m, 1H), 6.78 (m, 1H), 3.85 (s, 3H), 2.34 (s, 3H); high resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 166.0868, found 166.0866.

B. 4-Methoxycarbonylindazole

The product prepared according to Example 2328 Part A (24.25 g, 147 mmol) was combined with concentrated hydrochloric acid (30.1 mL) and water (170 mL). Ammonium tetrafluoroborate (20.62 g, 197 mmol) was added and the mixture was stirred at 0° C. A solution of sodium nitrite (10.14 g, 147 mmol) in water (25 mL) was added dropwise, and the mixture was stirred for 40 min after addition was complete. The white precipitate was collected by filtration and washed with water (3×80 mL), then with methanol (80 mL) and finally with ether (3×60 mL). The resulting solid was added to a stirred mixture of potassium acetate (17.89 g, 182 mmol), 18-crown-6 (1.20 g, 4.5 mmol) and chloroform (360 mL) at room temperature. The resulting mixture was stirred for 50 min, then water (250 mL) was added and the layers were separated. The organic phase was washed with water (250 mL) and brine (300 mL), and drIed over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was triturated with hexanes and filtered to provide after drying the title product (16.96 g, 62%) as an orange solid: ¹ H NMR (CDCl₃) δ 8.60 (s, 1H), 7.98 (d, 1H), 7.74 (d, 1H), 7.42 (t, 1H), 4.01 (s, 3H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 177.0664, found 177.0669.

C. 1- 4-(N-phthalimido)butyl!-4-methoxycarbonylindazole

Following the procedure of Example 1081 Part A, the product prepared according to Example 2328 Part B (2.97 g, 16.9 mmol) and N-(4-bromobutyl)phthalimide (4.99 g, 16.9 mmol) were converted to the title product (1.88 g, 29%) as an orange oil: ¹ H NMR (CDCl₃) δ 8.45 (s, 1H), 7.91 (d, 1H), 7.82 (m, 2H), 7.72 (m, 2H), 7.66 (d, 1H), 7.43 (t, 1H), 4.46 (t, 2H), 4.02 (t, 3H), 3.75 (t, 2H), 1.99 (m, 2H), 1.72 (m, 2H); Mass spectrum (NH₃ --CI) m/z 378.0 (100%, M+H⁺).

D. 1- 4-(Aminobutyl)-4-methoxycarbonylindazole

Using the procedure of Example 1081 Part B, the product prepared according to Example 2328 Part C (1.81 g, 4.8 mmol) was converted to the title product (0.72 g, 60%) as a yellow oil: ¹ H NMR (CDCl₃) δ 8.48 (s, 1H), 7.93 (d, 1H), 7.64 (d, 1H), 7.44 (t, 1H), 4.44 (t, 2H), 4.02 (s, 3H), 2.74 (t, 2H), 2.00 (m, 2H), 1.84 (bs, 2H), 1.47 (m, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺); 248.1399, found 248.1391.

E. 1- 4-(N-4,5-Dihydroimidazol-2ylamino)butyl!-4-methoxycarbonylindazole hydriodide

Using the procedure of Example 1198 Part B, the product prepared according to Example 2328 Part D (247 mg, 1.0 mmol) was converted to the title product (223 mg, 50%) as a gum. ¹ H NMR (DMSO-d₆) δ 8.37 (s, 1H), 8.11 (bs, 1H), 8.01 (d, 1H), 7.82 (d, 1H), 7.51 (t, 1H), 4.46 (t, 2H), 3.90 (s, 3H), 3.53 (s, 4H), 3.08 (m, 2H), 1.81 (m, 2H), 1.38 (m, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 316.1774, found 316.1772.

F. tert-Butyl 3- 1- 4-(N-4,5-dihydroimidazol-2-yl-amino)butyl!indazol-4-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionate hydrochloride

Using the procedure of Example 1198 Part C, the product prepared according to Example 2328 Part E (215 mg, 485 μmol) was converted to the title product (178 mg, 59%) as a clear gum: ¹ H NMR (DMSO-d₆) δ 8.52 (m, 1H), 8.32 (s, 1H), 8.13 (bm, 1H), 7.85 (d, 1H), 7.69 (d, 1H), 7.50 (t, 2H), 7.45 (m, 1H), 7.30 (m, 5H), 5.01 (s, 2H), 4.44 (t, 2H), 4,24 (m, 1H), 3.75-3.50 (m, 2H), 3.50 (s, 4H), 3.19 (m, 2H), 1.80 (m, 2H), 1.37 (m, 2H), 1.31 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺); 578.3091, found 578.3119.

G. 3- 1- 4-(N-4,5-Dihydroimidazol-2-ylamino)butyl!indazol-4-ylcarbonylamino!-2(S)-(benzyloxycarbonylamino)propionic acid hydrochloride

Using the procedure of Example 1081 Part H, the product prepared according to Example 2328 Part F (121 mg, 197 μmol) was converted to the title product (88 mg, 80%) as a hygroscopic white solid: ¹ H NMR (DMSO-d₆) δ 8.57 (m, 1H), 8.31 (s, 1H), 8.18 (bm, 1H), 7.86 (d, 1H), 7.63 (d, 1H), 7.50-7.35 (m, 3H), 7.30 (m, 5H), 5.00 (s, 2H), 4.43 (t, 2H), 4,28 (m, 1H), 3.75-3.40 (m, 6H), 3.07 (m, 2H), 1.78 (m, 2H), 1.38 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺); 522.2465, found 522.2484.

EXAMPLE 3093 3- 1-Methyl-3- 3-(N-imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2(S)-(2,6-dimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 6-Methoxycarbonylindazol

Using the procedure of Example 2328 Part B, methyl 3amino-4-methylbenzoate (12.39 g, 75 mmol) was converted to the title product (8.85 g, 67%) which could be recrystallized from acetonitrile to give pale orange crystals: mp 142°-144° C.; ¹ H NMR (CDCl₃) δ 11.17 (bs, 1H), 8.30 (s, 1H), 8.18 (s, 1H), 7.83 (m, 2H), 3.97 (s, 3H); Mass spectrum (NH₃ --CI) m/z 177 (100%, M+H⁺).

B. 3-Bromo-6-methoxycarbonylindazole

Using the procedure of Example 1326f Part A, the product prepared according to Example 3093 Part A (3.52 g, 20 mmol) was converted to the title product (4.46 g, 87%) as a light yellow powder: mp 186°-189° C.; ¹ H NMR (CDCl₃) δ 8.24 (s, 1H), 7.91 (d, 1H), 7.70 (d, 1H), 3.92 (s, 3H); Mass spectrum (NH₃ --CI) m/z 255 (100%), 257 (96%) (M+H⁺); High resolution mass spectrum (EI) calculated (M⁺) 253.9691, found 253.9694.

C. 1-Methyl-3-bromo-6-methoxycarbonylindazole

Sodium hydride (60% in mineral oil; 600 mg, 15 mmol) was placed in a dry flask under nitrogen and suspended in dry N,N-dimethylformamide (20 mL). The suspension was stirred on an ice bath and treated with a solution of the product prepared according to Example 3093 Part B (2.55 g, 10 mmol) in dry N,N-dimethylformamide (20 mL) over ca. 3 min. The resulting yellow solution was stirred for 10 min more, then was treated with iodomethane (0.7 mL, 11 mmol). The mixture was stirred at room temperature for 22.5 h, then was poured into water (ca. 600 mL). After being stirred for 10 min, the suspension was filtered, and the solid was washed with water and dried to provide the title product (2.57 g, 95%) as a yellow solid, which could be recrystallized from ethanol: mp 122°-125° C.; ¹ H NMR (CDCl₃) δ 8.16 (s, 1H), 7.87 (d, 1H), 7.65 (d, 1H), 4.13 (s, 3H), 3.99 (s, 3H); Mass spectrum (NH₃ --CI) m/z 269 (100%), 271 (92%) (M+H⁺); High resolution mass spectrum (NH₃ --CI) calculated 268.9926, found 268.9914.

D. 1-Methyl-3-(3,3diethylpropyl)-6-methoxycarbonylindazole

A mixture of the product prepared according to Example 3093 Part C (1.93 g, 7.2 mmol), 3,3-diethoxypropyne (1.65 mL, 11.5 mmol), triphenylphosphine (190 mg, 720 μmol), copper(I) iodide (68 mg, 360 μmol) and triethylamine (60 mL) was purged of oxygen by bubbling with nitrogen for 25 min. Bis(triphenylphosphine)palladium(II) chloride (126 mg, 180 μmol) was added, and the mixture was heated at 100° C. After 14 h, the mixture was concentrated under a nitrogen stream and cooled to room temperature. The residue was purified by flash chromatography (hexanes:ethyl acetate 85:15) to provide an orange, sticky solid. This was recrystallized (methanol) to provide the title product (1.26 g, 56%) as light yellow fibrous needles: mp 91°-93° C.; ¹ H NMR (CDCl₃) δ 8.18 (s, 1H), 7.88 (d, 1H), 7.83 (d, 1H), 5.59 (s, 1H), 4.14 (s, 3H), 3.98 (s, 3H), 3.89 (m, 2H), 3.72 (m, 2H), 1.30 (t, 6H); Mass spectrum (ESI) m/z 317.4 (100%, M+H⁺).

E. 1-Methyl-3-(3,3diethoxypropyl)-6-methoxycarbonylindazole

A mixture of the product prepared according to Example 3093 Part D (1.24 g, 3.92 mmol), 10% palladium, on charcoal (130 mg), methanol (40 mL) and tetrahydrofuran (60 mL) was placed in a pressure bottle and shaken under an atmosphere of hydrogen (60 psig). After 60 min, the bottle was vented and the mixture was filtered through Celite.® The solids were rinsed with methanol and tetrahydrofuran, and the filtrate was concentrated under vacuum to provide the title product (1.31 g, >100%) as a slightly cloudy oil which was not purified further: ¹ H NMR (CDCl₃) δ 8.11 (s, 1H), 7.77 (d, 1H), 7.72 (d, 1H), 4.57 (t, 1H), 4.08 (s, 3H), 3.97 (s, 3H), 3.69 (m, 2H), 3.52 (m, 2H), 3.06 (t, 2H), 2.13 (m, 2H), 1.22 (t, 6H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 321,1814, found 321.1830.

F. 1-Methyl-3-(3-oxopropyl)-6-methoxycarbonylindazole

A mixture of the product prepared according to Example 3093 Part E (1.29 g, 4.0 mmol), acetic acid (20 mL) and water (30 mL) was heated on an oil bath at 80° C. After 30 min, the solvent was removed under vacuum, and the residue-was dissolved in ethyl acetate. The solution was washed with saturated aqueous sodium bicarbonate, dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum to provide a light brown oil. On further concentration under vacuum, a tan solid slowly formed, which was the title product (982 mg, 98%): mp 80°-83° C.; ¹ H NMR (CDCl₃) δ 9.92 (s, 1H), 8.11 (s, 1H), 7.79 (d, 1H), 7.71 (d, 1H), 4.07 (s, 3H), 3.98 (s, 3H), 3.31 (t, 2H), 3.03 (t, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 247.1083, found 247.1077.

G. 1-Methyl-3- 3- N-(1-triphenylmethylimidazol-2yl-amino)propyl!-6-methoxycarbonylindazole

A solution of the product prepared according to Example 3093 Part F (900 mg, 3.65 mmol) and the product prepared according to Example 1050e Part I (1.19 g, 3.65 mmol) in toluene (130 mL) was heated at reflux under an empty Dean-Stark water trap. After 22.5 h, additional toluene (ca. 40 mL) was removed by distillation, and the solution was cooled to room temperature under a nitrogen atmosphere. The solution was then cooled on an ice bath and treated with sodium triacetoxyborohydride (3.09 g, 14.6 mmol) and the mixture was stirred at room temperature for 21.75 h. Water (ca. 4 mL) was added cautiously and the mixture was stirred for 15 min. Additional water (75 mL) was added, and the layers were separated. The aqueous phase was extracted with ethyl acetate, and the combined organic phases were dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (toluene:ethyl acetate 50:50) to provide the title product (1.56 g, 77 %) as a pale tan glass: ¹ H NMR (CDCl₃) δ 8.07 (s, 1H), 7.72 (d, 1H), 7.43 (d, 1H), 7.30 (m, 9H), 7.20 (m, 6H), 6.68 (d, 1H), 6.38 (d, 1H), 4.01 (s, 3H), 3.97 (s, 3H), 3.13 (q, 2H), 2.96 (t, 1H), 2.61 (t, 2H), 1.61 (m, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 556.2713, found 556.2732.

H. Methyl 3-amino-2-(S)-benzoyloxycarbonyl)aminopropionate, hydrochloride salt

A suspension of 3-amino-2-(S)-N-benzyloxycarbonyl)aminopropionic acid (11.0 g, 46.2 mmol) in methanol (165 mL) was stirred on an ice/acetone bath until the internal temperature was below 0° C. Thionyl chloride (3.7 mL, 50.8 mmol) was added dropwise over 10 min. The mixture was stirred for an additional 10 min at 0° C., then for 17.25 h at room temperature. The mixture was concentrated under vacuum and the gummy residue was stirred in ether (300 mL) to provide a white solid. This was collected by filtration, rinsed with additional ether and dried to provide the title product (12.9 g, 97%) as a white powder: ¹ H NMR (DMSO-d₆) δ 8.32 (bs, 3H), 7.94 (d, 1H), 7.37 (5H), 5.07 (s, 2H), 4.45 (m, 1H), 3.68 (s, 3H), 3.22 (m, 1H), 3.07 (m, 1H).

I. Methyl 3-(tert-butyloxycarbonylamino)-2-(benzyloxycarbonylamino)propionate

A suspension of the product prepared according to Example 3093 Part H (8.00 g, 27.7 mmol) in dichloromethane (140 mL) and saturated aqueous sodium bicarbonate (85 mL) was stirred at room temperature and treated with di-tert-butyldicarbonate (6.11 g, 28 mmol). The mixture was stirred at room temperature for 16.5 h, then filtered and the layers were separated. The aqueous layer was extracted with additional dichloromethane, and the combined organics were washed with brine, dried over magnesium sulfate, and concentrated under vacuum. The resulting viscous oil was stirred in hexane (ca. 200 mL) overnight. The resulting solid was collected by filtration, washed with hexane and dried to provide the title product (7.66 g, 78%) as a white powder: ¹ H NMR (CDCl₃) δ 7.36 (5H), 5.80 (bd, 1H), 5.12 (s, 2H), 4.84 (b, 1H), 4.41 (b, 1H), 3.77 (s, 3H), 3.55 (b, 2H), 1.42 (s, 9H).

J. Methyl 3-(tert-butyloxycarbonylamino)-2-aminopropionate.

A solution of the product prepared according to Example 3093 Part I (7.50 g, 21.3 mmol) in ethanol (200 mL) was treated with 10% palladium on charcoal (0.75 g) and stirred under hydrogen (1 atmosphere) for 8.5 h. The mixture was filtered through Celite® and the solids were rinsed with additional ethanol. The filtrate was concentrated to provide the title product (4.65 g, 100%) as a viscous oil: ¹ H NMR (CDCl₃) δ 5.02 (bs, 1H), 3.75 (s, 3H), 3.59 (t, 1H), 3.50 (m, 1H), 3.27 (m, 1H), 1.67 (bs, 2H), 1.44 (s, 9H).

K. Methyl 3-(tert-butyloxycarbonylamino)-2-(S)-(2,6-dimethylbenzenesulfonylamino)propionate

A solution of the product prepared according to Example 3093 Part J (6.24 g, 24.5 mmol), and diisopropylamine (6.34 g, 49 mmol) in dichloromethane (25 mL) was cooled on an ice bath. A solution of 2,6-dimethylbenzenesulfonyl chloride (prepared according to Wagenaar and Engberts, J. Royal Neth. Chem. Soc. 1982, 101(5), 91-94; 5.01 g, 24.5 mmol) in dichloromethane (75 mL) was added over 15 min. The ice bath was removed and the mixture was stirred at room temperature for 18 h. Additional dichloromethane was added and the solution was washed with water. The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate, step gradient from 80:20 to 60:40) to provide the title product (7.25 g, 76%) as a colorless gum: ¹ H NMR (CDCl₃) δ 7.29 (t, 1H), 7.14 (d, 2H), 5.78 (bd, 1H), 4.89 (bt, 1H), 3.92 (m, 1H), 3.55 (s, 3H), 3.47 (m, 2H), 2.68 (s, 6H), 1.42 (s, 9H).

L. Methyl 3-amino-2-(S)-(2,6-dimethylbenzenesulfonylamino)propionate (+)-camphorsulfonate

The product prepared according to Example 3093, Part K (7.25 g, 18.8 mmol) was dissolved in HCl/dioxane (4.0M; 50 mL) and the solution was stirred at room temperature for 18 h. The mixture was concentrated under vacuum to yield a hygroscopic solid (6.63 g) which was dissolved in tetrahydrofuran and treated with triethylamine (1.0 equiv.). The resulting solid was removed by filtration, and the filtrate was treated with (+)-camphorsulfonic acid (1.0 equiv.). The mixture was stirred at room temperature for 15 min, and the resulting solid was collected by filtration, rinsed with tetrahydrofuran, and dried to provide the title product (6.63 g, 68%) as a white solid: ¹ H NMR (DMSO-d₆) δ 8.30 (bs, 1H), 7.94 (bs, 3H), 7.33 (t, 1H), 7.19 (d, 2H), 4.09 (bt, 1H), 3.21 (s, 3H), 3.10 (dd, 1H), 2.93 (dd, 1H), 2.83 (d, 1H), 2.64 (t, 1H), 2.56 (s, 6H), 2.34 (d, 1H), 2.20 (dm, 1H), 1.90 (m, 2H), 1.80 (d, 1H), 1.24 (dd, 2H), 1.01 (s, 3H), 0.70 (s, 3H).

M. Methyl 3- 1-methyl-3- 3-(N-(1-triphenylmethylimidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,6-dimethylbenzenesulfonylamino)propionate

A mixture of the product prepared according to Example 3093 Part G (1.43 g, 2.57 mmol), aqueous sodium hydroxide (1.0M; 13 mL, 13 mmol) and ethanol (32 mL) was heated at reflux. After 80 min, the mixture was cooled to room temperature and aqueous hydrochloric acid (1.0M; 13 mL, 13 mmol) was added. The mixture was concentrated under vacuum and dried. A portion of this material (which contains sodium chloride; 77 mg, 92 μmol) was combined with the product prepared according to Example 3093 Part L (52 mg, 101 μmol), 1-hydroxybenzotriazole hydrate (13 mg, 92 μmol), and triethylamine (25 μL, 184 μmol) in N,N-dimethylformamide (5 mL) and treated with dicyclohexylcarbodiimide (19 mg, 92 μmol). The mixture was stirred at room temperature for 2.5 days, then was concentrated under vacuum. The residue was partially purified by flash chromatography (dichloromethane:methanol 95:5) to provide the title product (75 mg, 100%) which was impure but was used directly in the subsequent reaction.

N. 3- 1-Methyl-3- 3-(N-imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2(S)-(2,6-dimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1050e Part M, the product prepared according to Example 3093 Part M (75 mg, 92 μmol) was converted to the title product as a white powder (after lyophilization): ¹ H NMR (MeOH-d₄) δ 7.90 (s, 1H), 7.76 (d, 1H), 7.47 (d, 1H), 7.09 (m, 1H), 7.01 (m, 2H), 6.81 (s, 2H), 4.16 (m, 1H), 4.04 (s, 3H), 3.78 (dd, 1H), 3.52 (dd, 1H), 3.34 (t, 2H), 3.09 (t, 2H), 2.62 (s, 6H), 2.14 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 554.2186, found 554.2184.

EXAMPLE 3142 3- 1-Methyl-3- 3-(N-pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 1-Methyl-3- 3- N-pyridin-2-ylamino)propyl!-6-methoxycarbonylindazole

A solution of the product prepared according to Example 3093 Part F (201 mg, 816 μmol) and 2aminopyridine (154 mg, 1.63 mmol) in dichloroethane (4 mL) was stirred at room temperature and treated with sodium triacetoxyborohydride (346 mg, 1.63 mmol). After 16.5 h, the mixture was diluted with water (ca. 5 mL) and saturated aqueous sodium bicarbonate (ca. 2 mL) and stirred for 15 min. The mixture was extracted three times with dichloromethane, and the combined organic phases were dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (dichloromethane:isopropanol 95:5) to provide the title product (214 mg 81%) as a white solid: mp 101°-104° C.; ¹ H NMR (CDCl₃) δ 8.13 (s, 1H), 8.07 (d, 1H), 7.76 (d, 1H), 7.67 (d, 1H), 7.39 (t, 1H), 6.56 (dd, 1H), 6.36 (d, 1H), 4.65 (bt, 1H), 4.08 (s, 3H), 3.98 (s, 3H), 3.38 (q, 2H), 3.10 (t, 3H), 2.16 (m, 2H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 325.1665, found 325.1653.

B. tert-Butyl 3- 1-methyl-3- 3-(N-pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonyl)aminopropionate

Using the procedures of Example 1326b Parts E and F, the product prepared according to Example 3142 Part A (59 mg, 182 μmol) was converted to the title product (108 mg, 93%) as a colorless glass: ¹ H NMR (CDCl₃) δ 8.08 (d, 1H), 7.95 (s, 1H), 7.70 (d, 1H), 7.46 (d, 1H), 7.40 (m, 1H), 6.94 (s, 2H), 6.92 (m, 1H), 6.56 (m, 1H), 6.37 (d, 1H), 5.79 (d, 1H), 4.67 (m, 1H), 4.08 (s, 3H), 3.95 (m, 1H), 3.83 (m, 1H), 3.61 (m, 1H), 3.38 (q, 2H), 3.10 (t, 2H), 2.66 (s, 6H), 2.27 (s, 3H), 2.16 (m, 2H), 1.32 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 635.3016, found 635.3028.

C. 3- 1-Methyl-3- 3-(N-pyridin-2-ylamino)propyl!-indazol-6-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the product prepared according to Example 3142 Part B (100 mg, 158 μmol) was converted to the title product (84 mg, 77%) as a white powder: ¹ H NMR (DMSO-d₆) δ 8.52 (m, 2H), 8.08 (d, 1H), 7.95 (s, 1H), 7.90 (d, 1H), 7.82 (t, 1H), 7.77 (d, 1H), 7.46 (d, 1H), 6.97 (d, 1H), 6.79 (s+m, 3H), 4.05 (m, 1H), 4.01 (s, 3H), 3.59 (m, 2H), 3.39 (m, 2H), 3.03 (t, 2H), 2.52 (s, 6H), 2.07 (m, 2H), 2.00 (s, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 579.2390, found 579.2400.

EXAMPLE 3339 3- 1-Benzyl-3- 3-(N-pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

A. 3-(3,3-Diethoxypropynyl)-6-methoxycarbonylindazole

Using the procedure of Example 3093 Part D, the product prepared according to Example 3093 Part B (2.55 g, 10 mmol) was converted to the title product (1.49 g, 49%) as a brown gum: ¹ H NMR (CDCl₃) δ 8.28 (s, 1H), 7.90 (d, 1H), 7.85 (d, 1H), 5.61 (s, 1H), 3.98 (s, 3H), 3.88 (m, 2H), 3.75 (m, 2H), 1.31 (t, 6H); Mass spectrum (NH₃ --CI) m/z 257 (100%, (M+H-EtOH)⁺).

B. 3-(3,3-Diethoxypropynyl)-6-methoxycarbonylindazole

Using the procedure of Example 3093 Part E, the product prepared according to Example 3339 Part A (263 mg, 870 μmol) was converted to the title product (106 mg, 40%) as an orange oil, which contained a contaminant but was used directly in the subsequent reaction: ¹ H NMR (CDCl₃) δ 8.20 (s, 1H), 7.81 (d, 1H), 7.76 (d, 1H), 4.60 (t, 1H), 3.96 (s, 3H), 3.68 (m, 2H), 3.51 (m, 2H), 3.09 (m, 2H), 2.17 (m, 2H), 1.22 (t, 6H); High resolution mass spectrum (NH₃ --CI) calculated (M+H⁺) 307.1658, found 307.1636.

C. 1-Benzyl-3-(3,3-diethoxypropyl)-6-methoxycarbonylindazole

A solution of the product prepared according to Example 3339 Part B (230 mg, 750 μmol) and benzyl chloride (95 μL, 826 μmol) in dry N,N-dimethylformamide (4 mL) was stirred on an ice bath and treated with sodium hydride (60% in mineral oil; 36 mg, 900 μmol).

The mixture was stirred 10 min, then was allowed to warm to room temperature and stirred for 23 h. The mixture was diluted with water and extracted three times with ethyl acetate. The combined organic phases were washed twice with water, then dried over magnesium sulfate, filtered and concentrated under vacuum. The residue was purified by flash chromatography (hexanes:ethyl acetate 85:15) to provide the title product (152 mg, 51%) as an oil, which was impure but was used directly in the subsequent reaction: ¹ H NMR (CDCl₃) δ 8.08 (s, 1H), 7.75 (m, 2H), 7.25 (m, 3H), 7.17 (m, 2H), 5.59 (s, 2H), 4.56 (t, 1H), 3.94 (s, 3H), 3.67 (m, 2H), 3.50 (m, 2H), 3.08 (m, 2H), 2.2-2.05 (m, 2H), 1.22 (t, 6H); Mass spectrum (NH₃ --CI) m/z 397.5 (10%, M+H⁺), 351 (100%, (M+H-EtOH)⁺).

D. 1-Benzyl-3-(3-oxopropyl)-6-methoxycarbonylindazole

Using the procedure of Example 3093 Part F, the product of Example 3339 Part C (115 mg, 567 μmol) was converted to the title product (110 mg, 60%) as an oil which solidified on standing: ¹ H NMR (CDCl₃) δ 9.91 (s, 1H), 8.08 (s, 1H), 7.78 (d, 1H), 7.72 (d, 1H), 7.27 (m, 3H), 7.16 (m, 2H), 5.57 (s, 2H), 3.93 (s, 3H), 3.33 (t, 2H), 3.05 (t, 2H); Mass spectrum (ESI) m/z 323.4 (24%, M+H⁺).

E. 1-Benzyl-3- 3-(N-pyridin-2-ylamino)propyl!-6-methoxycarbonylindazole

Using the procedure of Example 3142 Part A, the product prepared according to Example 3339 Part D (91 mg, 282 μmol) was converted to the title product (90 mg, 80%) as a viscous oil which solidified on standing. This material contained a contaminant but was used directly in the subsequent reaction: ¹ H NMR (CDCl₃) δ 8.08 (m, 2H), 7.77 (d, 1H), 7.70 (d, 1H), 7.36 (m, 1H), 7.3-7.2 (m, 3H), 7.17 (m, 2H), 6.54 (dd, 1H), 6.30 (d, 1H), 5.60 (s, 2H), 4.65 (bt, 1H), 3.93 (s, 3H), 3.37 (q, 2H), 3.13 (t, 2H), 2.16 (m, 2H); High resolution mass spectrum (FAB) calculated (M+H⁺) 401.1978, found 401.1982.

F. tert-Butyl 3- 1-benzyl-3- 3-(N-pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonyl)aminopropionate

Using the procedure of Example 1326b Parts E and F, the product prepared according to Example 3339 Part E (81 mg, 202 μmol) was converted to the title product (162 mg, >100%) as a colorless glass which contained a contaminant but was used directly in the subsequent reaction: ¹ H NMR (CDCl₃) δ 8.07 (m, 1H), 7.94 (s, 1H), 7.71 (d, 1H), 7.47 (d, 1H), 7.38 (m, 1H), 7.26 (m, 5H), 6.92 (s+bm, 3H), 6.55 (m, 1H), 6.33 (d, 1H), 5.81 (d, 1H), 5.59 (s, 2H), 4.69 (bt, 1H), 3.94 (m, 1H), 3.81 (m, 1H), 3.56 (m, 1H), 3.38 (q, 2H), 3.13 (t, 2H), 2.63 (s, 6H), 2.26 (s, 3H), 2.17 (m, 2H), 1.29 (s, 9H); High resolution mass spectrum (FAB) calculated (M+H⁺) 711.3329, found 711.3341.

G. 3- 1-Benzyl-3- 3-(N-pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2(S)-(2,4,6-trimethylbenzenesulfonylamino)propionic acid trifluoroacetate

Using the procedure of Example 1129 Part H, the product prepared according to Example 3339 Part F (136 mg, 191 μmol) was converted to the title product (110 mg, 75%) as a white powder: ¹ H NMR (DMSO-d₆) δ 8.49 (t, 1H), 8.07 (d, 1H), 8.05 (s, 1H), 7.92 (d, 1H), 7.81 (d, 1H), 7.72 (m, 1H), 7.45 (d, 1H), 7.35-17.20 (m, 5H), 6.88 (d, 1H), 6.73 (s+m, 3H), 5.62 (s, 2H), 4.05 (m, 1H), 3.58 (m, 1H), 3.5-3.3 (m, 3H), 3.05 (t, 2H), 2.52 (s, 6H), 2.07 (m, 2H), 1.95 (s, 3H); High resolution mass spectrum (FAB) calculated (M+H⁺) 655.2703, found 655.2701.

Using the methods described above and modifications thereof known to one skilled in the art of organic synthesis, the following additional examples in Tables 1-8 can be prepared.

UTILITY

The compounds of Formula Ia, Ib or Ic of the present invention possess activity as antagonists of integrins such as, for example, the α_(v) β₃ or vitronectin receptor, α_(v) β₅ or α₅ β₁, and as such have utility in the treatment and diagnosis of cell adhesion, angiogenic disorders, inflammation, bone degradation, cancer metastases, diabetic retinopathy, thrombosis, restenosis, macular degeneration, and other conditions mediated by cell adhesion and/or cell migration and/or angiogenesis. The integrin antagonist activity of the compounds of the present invention is demonstrated using assays which measure the binding of a specific integrin to a native ligand, for example, using the ELISA assay described below for the binding of vitronectin to the α_(v) β₃ receptor.

The compounds of the present invention possess selectivity for the α_(v) β₃ receptor relative to the GPIIb/IIIa receptor as demonstrated by their reduced activity in standard assays of platelet aggregation, such as the platelet aggregation assay described below.

One of the major roles of integrins in vivo is to mediate cellular interactions with adjacent cells. Cell based adhesion assays can be used to mimic these interactions in vitro. A cell based assay is more representative of the in vivo situation than an ELISA since the receptor is maintained in membranes in the native state. The compounds of the present invention have activity in cell-based assays of adhesion, for example as demonstrated in using the cell adhesion assays described below.

The compounds of Formula Ia, Ib or Ic of the present invention may be useful for the treatment or prevention of other diseases which involve cell adhesion processes, including, but not limited to, osteoporosis, rheumatoid arthritis, autoimmune disorders, bone degradation, rheumatoid arthritis, asthma, allergies, adult respiratory distress syndrome, graft versus host disease, organ transplantation, septic shock, psoriasis, eczema, contact dermatitis, osteoarthritis, atherosclerosis, metastasis, wound healing, inflammatory bowel disease and other angiogenic disorders.

The compounds of Formula Ia, Ib or Ic have the ability to suppress/inhibit angiogenesis in vivo, for example, as demonstrated using animal models of ocular neovascularization.

The compounds provided by this invention are also useful as standards and reagents in determining the ability of a potential pharmaceutical to inhibit integrin-ligand binding. These may be provided in a commercial kit comprising a compound of this invention.

As used herein "μg" denotes microgram, "mg" denotes milligram, "g" denotes gram, "μL" denotes microliter, "mL" denotes milliliter, "L" denotes liter, "nM" denotes nanomolar, "μM" denotes micromolar, "mM" denotes millimolar, "M" denotes molar and "nm" denotes nanometer. "Sigma" stands for the Sigma-Aldrich Corp. of St. Louis, Mo.

The utility of the compounds of the present invention may be assessed by testing in one or more of the following assays as described in detail below: Purified α_(v) β₃ (human placenta)--Vitronectin ELISA, α_(v) β₃ -Vitronectin Binding Assay, Human Aortic Smooth Muscle Cell Migration Assay, In Vivo Angiogenesis Model, Pig Restenosis Model, Mouse Retinopathy Model. A compound of the present invention is considered to be active if it has an IC₅₀ or K_(i) value of less than about 10 μM for the inhibition of α_(v) β₃ -Vitronectin Binding Assay, with compounds preferably having K_(i) values of less than about 0.1 μM. Tested compounds of the present invention are active in the α_(v) β₃ -Vitronectin Binding Assay.

Purified α_(v) β₃ (human placenta)--Vitronectin ELISA

The α_(v) β₃ receptor was isolated from human placental extracts prepared using octylglucoside. The extracts were passed over an affinity column composed of anti-α_(v) β₃ monoclonal antibody (LM609) bound to Affigel. The column was subsequently washed extensively at pH 7 and pH 4.5 followed by elution at pH 3. The resulting sample was concentrated by wheat germ agglutinin chromatography to provide two bands by SDS gel electrophoresis which were confirmed as α_(v) β₃ by western blotting.

Affinity purified protein was diluted at different levels and plated to 96 well plates. ELISA was performed using fixed concentration of biotinylated vitronectin (approximately 80 nM/well). This receptor preparation contains the α_(v) β₃ with no detectable levels of α_(v) β₅ according to the gel and according to effects of blocking antibodies for the α_(v) β₃ or α_(v) β₅ integrins in the ELISA.

A submaximal concentration of biotinylated vitronectin was selected based on a concentration response curve with fixed receptor concentration and variable concentrations of biotinylated vitronectin.

α_(v) β₃ -Vitronectin Binding Assay

The purified receptor is diluted with coating buffer (20 mM Tris HCl, 150 mM NaCl, 2.0 mM CaCl₂, 1.0 mM MgCl₂.6H₂ O, 1.0 mM MnCl₂.4H₂ O) and coated (100 μL/well) on Costar (3590) high capacity binding plates overnight at 4° C. The coating solution is discarded and the plates washed once with blocking/binding buffer (B/B buffer, 50 mM Tris HCl, 100 mM NaCl, 2.0 mM CaCl₂, 1.0 mM MgCl₂.6H₂ O, 1.0 mM MnCl₂.4H₂ O). Receptor is then blocked (200 μL/well) with 3.5% BSA in B/B buffer for 2 hours at room temperature. After washing once with 1.0 % BSA in B/B buffer, biotinylated vitronectin (100 μL) and either inhibitor (11 μL) or B/B buffer w/1.0% BSA (11 μL) is added to each well. The plates are incubated 2 hours at room temperature. The plates are washed twice with B/B buffer and incubated 1 hour at room temperature with anti-biotin alkaline phosphatase (100 μL/well) in B/B buffer containing 1.0 % BSA. The plates are washed twice with B/B buffer and alkaline phosphatase substrate (100 μL) is added. Color is developed at room temperature. Color development is stopped by addition of 2N NaOH (25 μL/well) and absorbance is read at 405 nm. The IC₅₀ is the concentration of test substance needed to block 50% of the vitronectin binding to the receptor.

Integrin Cell-Based Adhesion Assays

In the adhesion assays, a 96 well plate was coated with the ligand (i.e., fibrinogen) and incubated overnight at 4° C. The following day, the cells were harvested, washed and loaded with a fluorescent dye. Test compounds and cells were added together and then were immediately added to the coated plate. After incubation, loose cells are removed from the plate, and the plate (with adherent cells) is counted on a fluorometer. The ability of test compounds to inhibit cell adhesion by 50% is given by the IC₅₀ value and represents a measure of potency of inhibition of integrin mediated binding. Compounds were tested for their ability to block cell adhesion using assays specific for α_(v) β₃, α_(v) β₅ and α_(v) β₁ integrin interactions.

Platelet Aggregation Assay

Venous blood was obtained from anesthetized mongrel dogs or from healthy human donors who were drug- and aspirin-free for at least two weeks prior to blood collection. Blood was collected into citrated Vacutainer tubes. The blood was centrifuged for 15 minutes at 150×g (850 RPM in a Sorvall RT6000 Tabletop Centrifuge with H-1000 B rotor) at room temperature, and platelet-rich plasma (PRP) was removed. The remaining blood was centrifuged for 15 minutes at 1500×g (26,780 RPM) at room temperature, and platelet-poor plasma (PPP) was removed. Samples were assayed on a PAP-4 Platelet Aggregation Profiler, using PPP as the blank (100% transmittance). 200 μL of PRP (5×10⁸ platelets/mL) were added to each micro test tube, and transmittance was set to 0%. 20 μL of ADP (10 μM) was added to each tube, and the aggregation profiles were plotted (% transmittance versus time). Test agent (20 μL) was added at different concentrations prior to the addition of the platelet agonist. Results are expressed as % inhibition of agonist-induced platelet aggregation.

Human Aortic Smooth Muscle Cell Migration Assay

A method for assessing α_(v) β₃ -mediated smooth muscle cell migration and agents which inhibit α_(v) β₃ -mediated smooth muscle cell migration is described in Liaw et al., J. Clin. Invest. (1995) 95: 713-724).

In Vivo Angiogenesis Model

A quantitative method for assessing angiogenesis and antiangiogenic agents is described in Passaniti et al., Laboratory Investigation (1992) 67: 519-528

Pig Restenosis Model

A method for assessing restenosis and agents which inhibit restenosis is described in Schwartz et al., J. Am. College of Cardiology (1992) 19: 267-274.

Mouse Retinopathy Model

A method for assessing retinopathy and agents which inhibit retinopathy is described in Smith et al., Invest. Ophthal. & Visual Science (1994) 35: 101-111.

Dosage and Formulation

The compounds of this invention can be administered by any means that produces contact of the active agent with the agent's site of action, the α_(v) β₃ integrin, in the body of a mammal. They can be administered by any conventional means available for use in conjunction with pharmaceuticals, either as individual therapeutic agents or in a combination of therapeutic agents, such as a antiplatelet agent such as aspirin, piroxicam, or ticlopidine which are agonist-specific, or an anti-coagulant such as warfarin or heparin, or a thrombin inhibitor such as a boropeptide, hirudin or argatroban, or a thrombolytic agent such as tissue plasminogen activator, anistreplase, urokinase or streptokinase, or combinations thereof. The compounds of the invention, or compounds of the invention in combination with other therapeutic agents, can be administered alone, but generally administered with a pharmaceutical carrier selected on the basis of the chosen route of administration and standard pharmaceutical practice.

The dosage of the novel compounds of this invention administered will, of course, vary depending upon known factors, such as the pharmacodynamic characteristics of the particular agent and its mode and route of administration; the age, health and weight of the recipient; the nature and extent of the symptoms; the kind of concurrent treatment; the frequency of treatment; and the effect desired. A daily dosage of active ingredient can be expected to be about 0.001 to 10 milligrams per kilogram of body weight.

Dosage forms (compositions suitable for administration) contain from about 0.1 milligram to about 100 milligrams of active ingredient per unit. In these pharmaceutical compositions the active ingredient will ordinarily be present in an amount of about 0.5-95% by weight based on the total weight of the composition.

The active ingredient can be administered orally in solid dosage forms, such as capsules, tablets, and powders, or in liquid dosage forms, such as elixirs, syrups, and suspensions. It can also be administered by injection, in sterile liquid dosage forms.

Gelatin capsules contain the active ingredient and powdered carriers, such as lactose, starch, cellulose derivatives, magnesium stearate, stearic acid, and the like. Similar diluents can be used to make compressed tablets. Both tablets and capsules can be manufactured as sustained release products to provide for continuous release of medication over a period of hours. Compressed tablets can be sugar coated or film coated to mask any unpleasant taste and protect the tablet from the atmosphere, or enteric coated for selective disintegration in the gastrointestinal tract.

Liquid dosage forms for oral administration can contain coloring and flavoring to increase patient acceptance.

In general, water, a suitable oil, saline, aqueous dextrose (glucose), and related sugar solutions and glycols such as propylene glycol or polyethylene glycols are suitable carriers for parenteral solutions. Solutions for parenteral administration preferably contain a water soluble salt of the active ingredient, suitable stabilizing agents, and if necessary, buffer substances. Antioxidizing agents such as sodium bisulfite, sodium sulfite, or ascorbic acid, either alone or combined, are suitable stabilizing agents. Also used are citric acid and its salts and sodium EDTA. In addition, parenteral solutions can contain preservatives, such as benzalkonium chloride, methyl- or propyl-paraben, and chlorobutanol.

Suitable pharmaceutical carriers are described in Remington's Pharmaceutical Sciences, Mack Publishing Company, a standard reference text in this field.

Useful pharmaceutical dosage-forms for administration of the compounds of this invention can be illustrated as follows:

Capsules

A large number of unit capsules are prepared by filling standard two-piece hard gelatin capsules each with 10 milligrams of powdered active ingredient, 150 milligrams of lactose, 50 milligrams of cellulose, and 6 milligrams magnesium stearate.

Soft Gelatin Capsules

A mixture of active ingredient in a digestable oil such as soybean oil, cottonseed oil or olive oil is prepared and injected by means of a positive displacement pump into gelatin to form soft gelatin capsules containing 10 milligrams of the active ingredient. The capsules are washed and dried.

Tablets

A large number of tablets are prepared by conventional procedures so that the dosage unit was 10 milligrams of active ingredient, 0.2 milligrams of colloidal silicon dioxide, 5 milligrams of magnesium stearate, 275 milligrams of microcrystalline cellulose, 11 milligrams of starch and 98.8 milligrams of lactose. Appropriate coatings may be applied to increase palatability or delay absorption.

The combination products of this invention, such as the novel α_(v) β₃ antagonist compounds of this invention in combination with an anti-coagulant agent such as warfarin or heparin, or an anti-platelet agent such as aspirin, piroxicam or ticlopidine, or a thrombin inhibitor such as a boropeptide, hirudin or argatroban, or a thrombolytic agent such as tissue plasminogen activator, anistreplase, urokinase or streptokinase, or combinations thereof, can be in any dosage form, such as those described above, and can also be administered in various ways, as described above.

In a preferred embodiment, the combination products of the invention are formulated together, in a single dosage form (that is, combined together in one capsule, tablet, powder, or liquid, etc.). When the combination products are not formulated together in a single dosage form, the α_(v) β₃ antagonist compounds of this invention and the anti-coagulant agent, anti-platelet agent, thrombin inhibitor, and/or thrombolytic agent may be administered at the same time (that is, together), or in any order, for example the compounds of this invention are administered first, followed by administration of the anti-coagulant agent, anti-platelet agent, thrombin inhibitor, and/or thrombolytic agent. When not administered at the same time, preferably the administration of the compound of this invention and any anti-coagulant agent, anti-platelet agent, thrombin inhibitor, and/or thrombolytic agent occurs less than about one hour apart, more preferably less than about 30 minutes apart, even more preferably less than about 15 minutes apart, and most preferably less than about 5 minutes apart. Preferably, administration of the combination products of the invention is oral. The terms oral agent, oral inhibitor, oral compound, or the like, as used herein, denote compounds which may be orally administered. Although it is preferable that the α_(v) β₃ antagonist compounds of this invention and the anti-coagulant agent, anti-platelet agent, thrombin inhibitor, and/or thrombolytic agent are both administered in the same fashion (that is, for example, both orally), if desired, they may each be administered in different fashions (that is, for example, one component of the combination product may be administered orally, and another component may be administered intravenously). The dosage of the combination products of the invention may vary depending upon various factors such as the pharmacodynamic characteristics of the particular agent and its mode and route of administration, the age, health and weight of the recipient, the nature and extent of the symptoms, the kind of concurrent treatment, the frequency of treatment, and the effect desired, as described above.

As discussed above, where two or more of the foregoing therapeutic agents are combined or co-administered with the compounds of this invention, generally the amount of each component in a typical daily dosage and typical dosage form may be reduced relative to the usual dosage of the agent when administered alone, in view of the additive or synergistic effect which would be obtained as a result of addition of further agents in accordance with the present invention.

Particularly when provided as a single dosage form, the potential exists for a chemical interaction between the combined active ingredients (for example, a novel compound of this invention and an anti-coagulant such as warfarin or heparin, or a novel compound of this invention and an anti-platelet agent such as aspirin, piroxicam or ticlopidine, or a novel compound of this invention and a thrombin inhibitor such as a boropeptide, hirudin or argatroban, or a novel compound of this invention and a thrombolytic agent such as tissue plasminogen activator, anistreplase, urokinase or streptokinase, or combinations thereof). For this reason, the preferred dosage forms of the combination products of this invention are formulated such that although the active ingredients are combined in a single dosage form, the physical contact between the active ingredients is minimized (that is, reduced).

In order to minimize contact, one embodiment of this invention where the product is orally administered provides for a combination product wherein one active ingredient is enteric coated. By enteric coating one of the active ingredients, it is possible not only to minimize the contact between the combined active ingredients, but also, it is possible to control the release of one of these components in the gastrointestinal tract such that one of these components is not released in the stomach but rather is released in the intestines. Another embodiment of this invention where oral administration is desired provides for a combination product wherein one of the active ingredients is coated with a sustained-release material which effects a sustained-release throughout the gastrointestinal tract and also serves to minimize physical contact between the combined active ingredients. Furthermore, the sustained-released component can be additionally enteric coated such that the release of this component occurs only in the intestine. Still another approach would involve the formulation of a combination product in which the one component is coated with a sustained and/or enteric release polymer, and the other component is also coated with a polymer such as a low viscosity grade of hydroxypropyl methylcellulose (HPMC) or other appropriate materials as known in the art, in order to further separate the active components. The polymer coating serves to form an additional barrier to interaction with the other component.

Dosage forms of the combination products of the present invention wherein one active ingredient is enteric coated can be in the form of tablets such that the enteric coated component and the other active ingredient are blended together and then compressed into a tablet or such that the enteric coated component is compressed into one tablet layer and the other active ingredient is compressed into an additional layer. Optionally, in order to further separate the two layers, one or more placebo layers may be present such that the placebo layer is between the layers of active ingredients. In addition, dosage forms of the present invention can be in the form of capsules wherein one active ingredient is compressed into a tablet or in the form of a plurality of microtablets, particles, granules or non-perils, which are then enteric coated. These enteric coated microtablets, particles, granules or non-perils are then placed into a capsule or compressed into a capsule along with a granulation of the other active ingredient.

These as well as other ways of minimizing contact between the components of combination products of the present invention, whether administered in a single dosage form or administered in separate forms but at the same time by the same manner, will be readily apparent to those skilled in the art, once armed with the present disclosure.

Pharmaceutical kits useful in, for example, the inhibition of thrombus formation, the prevention of blood clots, and/or the treatment of thromboembolic disorders, which comprise a therapeutically effective amount of a compound according to the method of the present invention along with a therapeutically effective amount of an anti-coagulant agent such as warfarin or heparin, or an antiplatelet agent such as aspirin, piroxicam or ticlopidine, or a thrombin inhibitor such as a boropeptide, hirudin or argatroban, or a thrombolytic agent such as tissue plasminogen activator, anistreplase, urokinase or streptokinase, or combinations thereof, in one or more sterile containers, are also within the ambit of the present invention. Sterilization of the container may be carried out using conventional sterilization methodology well known to those skilled in the art. The sterile containers of materials may comprise separate containers, or one or more multi-part containers, as exemplified by the UNIVIALTM™ two-part container (available from Abbott Labs, Chicago, Illinois), as desired. The compounds according to the method of the invention and the anti-coagulant agent, anti-platelet agent, thrombin inhibitor, thrombolytic agent, and/or combinations thereof, may be separate, or combined into a single dosage form as described above. Such kits may further include, if desired, one or more of various conventional pharmaceutical kit components, such as for example, one or more pharmaceutically acceptable carriers, additional vials for mixing the components, etc., as will be readily apparent to those skilled in the art. Instructions, either as inserts or as labels, indicating quantities of the components to be administered, guidelines for administration, and/or guidelines for mixing the components, may also be included in the kit.

                                      TABLE 1                                      __________________________________________________________________________      ##STR59##                                                                     Ex.                                                                            No. R.sup.1            R.sup.10                                                                             R.sup.13                                                                          R.sup.14                                                                               R.sup.15      MS                       __________________________________________________________________________     1001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       H                                      1002                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1003                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(2-CH.sub.3)                  1004                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                  1005                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                  1006                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (2-pyridinyl)      1007                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)      1008                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (4-pyridinyl)      1009                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)      1010                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (4-thiazolyl)      1011                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (5-thiazolyl)      1012                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (4-isoxazolyl)                                             2                                      1013                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)        1014                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 CH.sub.2 (5-isoxazolyl)                                             4                                      1015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 n-Bu                        1016                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 i-Bu                        1017                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO.sub.2 t-Bu                        1017a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOPh                                 1018                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 Ph                        1019                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 C.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1020                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 C.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1021                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 C.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1021a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 CH.sub.2 Ph               1021b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCHCHPh                             1022                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (2-pyridinyl)             1023                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (3-pyridinyl)             1024                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (4-pyridinyl)             1025                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (2-thiazolyl)             1026                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (4-thiazolyl)             1027                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (5-thiazolyl)             1028                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (4-isoxazol)              1029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (2-thienyl)               1029a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOCH.sub.2 (cyclohexyl)              1029b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCO-cyclohexyl                        1030                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOn-Bu                               1031                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCOt-Bu                               1031a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCONHPh                               1031b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHCONHCH.sub.2 Ph                      1032                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 Ph 512.3                    1033                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                          1034                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                          1035                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                          1035a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-CH.sub.3).sub.2                                                                        540.4                    1035b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      554.4                    1036                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (2-pyridyl)                 1037                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (3-pyridyl)                 1038                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (4-pyridyl)                 1038a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (2-thienyl)                 1038b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 - 3-(2,5-                                                           dichloro)thienyl!                      1039                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (2-thiaz-olyl)              1040                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (3-thiazolyl)               1040a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 - 5-(4-methyl-2-                                                    amino)thiazolyl!                       1041                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (4-isoxazolyl)              1042                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                   1043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                                1044                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                                1045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                                1046                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)      1047                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)      1048                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)      1048a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                                                                              580.2                    1049                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (2-naphthyl)                1050                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (1-naphthyl)                                                                      562.4                    1050a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)       588.4                    1050b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                               1050c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                              1050d                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                             1050e                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-    616.3                                                            dimethyl                               1050f                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                  1050g                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxa-                                                                     zolyl)-2,6-dimethyl                    1050h                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyra-                                                                    zolyl)-2,6-dimethyl                    1050i                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dichloro                               1050j                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-furyl)  578.3                    1050k                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)                           1050l                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)                               1050m                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(4-                                              pyridyl)-2,6-dimethyl                  1050n                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-                                                                  2,6-dimethyl                           1050o                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-                                                                  2,6-dichloro                           1051                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 CHCHPh                      1052                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 CH.sub.2 Ph                 1053                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 CH.sub.2 CHCHPh             1054                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 -n-Bu                       1055                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 -i-Bu                       1056                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 -t-Bu                       1057                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHPh                        1058                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1059                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1060                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1060a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                        1060b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                              1061                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(2-pyridyl)               1062                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(3-pyridyl)               1063                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(4-pyridyl)               1064                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(2-thiazolyl)             1065                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(4-thiazolyl)             1066                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(4-isoxazolyl)            1067                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                   1068                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-Br)                                1069                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-Br)                                1070                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Br)                                1071                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-F)                                 1072                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-F)                                 1073                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(2-naphthyl)              1074                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH(1-naphthyl)              1074a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                                1074b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                              1074c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                              1075                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHCHCHPh                    1076                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHCH.sub.2 Ph               1077                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NHCH.sub.2 CHCHPh           1077a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH-cyclohexyl               1078                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH-n-Bu                     1079                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH-i-Bu                     1080                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 NH-t-Bu                     1081                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 Ph                                                                       517.3                    1082                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(2-CH.sub.3)                  1083                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                  1084                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                  1085                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (2-pyridinyl)      1086                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)      1087                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (4-pyridinyl)      1088                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)      1089                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (4-thiazolyl)      1090                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (5-thiazolyl)      1091                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (4-isoxazolyl)                                             1                                      1092                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)        1093                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 n-Bu                        1094                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 i-Bu                                                                              483.5                    1095                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO.sub.2 t-Bu                        1095a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOPh        487.3                    1096                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 Ph                                                                              501.4                    1097                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 C.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1098                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 C.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1099                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 C.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1099a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 CH.sub.2 Ph                                                                     515.4                    1099b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCHCHPh    513.3                    1100                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (2-pyridinyl)             1101                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (3-pyridinyl)             1102                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (4-pyridinyl)             1103                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (2-thiazolyl)             1104                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (4-thiazolyl)             1105                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (5-thiazolyl)             1106                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 CH.sub.2 CH(CH.sub.3)                                             .sub.2        481.4                    1107                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (4-isoxazolyl)            1108                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (2-thienyl)               1108a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOCH.sub.2 (cyclohexyl)                                                                    507.3                    1108b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCO-cyclohexyl                                                                              493.4                    1109                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOn-Bu                               1110                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCOt-Bu                               1110a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCONHPh      502.4                    1110b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHCONHCH.sub.2 Ph                                                                            516.5                    1111                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 Ph 523.2                    1112                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                          1113                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                          1114                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                          1114a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-CH.sub.3).sub.2                  1114b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      565.2                    1115                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (2-pyridyl)                 1116                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (3-pyridyl)                 1117                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (4-pyridyl)                 1117a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (2-thienyl)                                                                       529.2                    1117b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 - 3-(2,5-                                                                         597.1                                                            dichloro)thienyl!                      1118                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (2-thiazolyl)               1119                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (4-thiazolyl)               1119a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 - 5-(4-methyl-2-                                                                  559.2                                                            amino)thiazolyl!                       1120                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (4-isoxazolyl)              1121                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 - 4-(3,5-                                                                         542.2                                                            dimethyl)isoxazolyl!                   1122                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                                1123                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                                1124                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                                1125                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)      1126                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)      1127                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)      1127a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                                                                              591.3                    1128                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (2-naphthyl)                                                                      573.4                    1129                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 (1-naphthyl)                                                                      573.2                    1129a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)       599.4                    1129b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                               1129c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                              1129d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                             1129e                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dimethyl                               1129f                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                  1129g                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxa-                                                                     zolyl)-2,6-dimethyl                    1129h                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyra-                                                                    zolyl)-2,6-dimethyl                    1129i                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dichloro                               1129j                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-furyl)                           1129k                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)                           1129l                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)                               1129m                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(4-                                              pyridyl)-2,6-dimethyl                  1129n                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-                                                                  2,6-dimethyl                           1129o                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-                                                                  2,6-dichloro                           1130                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 CHCHPh                      1131                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 CH.sub.2 Ph                                                                       537.4                    1132                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 CH.sub.2 CHCHPh             1133                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 -n-Bu                                                                             503.3                    1134                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 -i-Bu                       1135                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 -t-Bu                       1136                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHPh                        1137                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1138                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1139                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1139a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                        1139b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-      580.3                                                            Me.sub.3)                              1140                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH(2-pyridyl)               1141                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH(3-pyridyl)               1142                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH(4-pyridyl)               1143                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH(2-thiazolyl)             1144                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH-(4-thiazolyl)            1145                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH(4-isoxazolyl)            1146                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1147                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-Br)                                1148                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-Br)                                1149                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Br)                                1150                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-F)                                 1151                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-F)                                 1152                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH(2-naphthyl)              1153                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH)1-naphthyl)              1153a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                                1153b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                              1153c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                              1154                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHCHCHPh                    1155                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHCH.sub.2 Ph                                                                     552.4                    1156                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NHCH.sub.2 CHCHPh           1156a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSONH-cyclohexyl                                                                            544.4                    1157                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH-n-Bu                     1158                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH-i-Bu                                                                           518.4                    1159                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  H       NHSO.sub.2 NH-t-Bu                     1160                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCOOCH.sub.2 Ph                       1161                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(2-CH.sub.3)                  1162                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                  1163                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                  1164                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (2-pyridinyl)      1165                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)      1166                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (4-pyridinyl)      1167                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)      1168                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (4-thiazolyl)      1169                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H, H       NHCO.sub.2 CH.sub.2 (5-thiazolyl)      1170                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (4-isoxazolyl)     1171                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)        1172                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 n-Bu                        1173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 i-Bu                        1174                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHCO.sub.2 t-Bu                        1175                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 Ph                          1176                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                          1177                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                          1178                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                          1178a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                        1178b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                                                                            570.5                    1179                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (2-pyridyl)                 1180                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (3-pyridyl)                 1181                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (4-pyridyl)                 1181a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (2-thienyl)                 1181b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 - 3-(2,5-                                                           dichloro)thienyl!                      1182                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (2-thiazolyl)               1183                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (4-thiazolyl)               1184                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (4-isoxazolyl)              1185                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1186                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                                1187                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                                1188                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)      1189                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)      1190                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)      1190a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                        1191                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (2-naphthyl)                1192                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 (1-naphthyl)                1192a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                                1192b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                               1192c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                              1192d                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                             1192e                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dimethyl                               1192f                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                  1192g                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxa-                                                                     zolyl)-2,6-dimethyl                    1192h                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyra-                                                                    zolyl)-2,6-dimethyl                    1192i                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dichloro                               1192j                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-furyl)                           1192k                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)                           1192l                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)                               1192m                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(4-                                              pyridyl)-2,6-dimethyl                  1192n                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-                                                                  2,6-dimethyl                           1192o                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-                                                                  2,6-dichloro                           1193                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 CHCHPh                      1194                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 CH.sub.2 Ph                 1195                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 CH.sub.2 CHCHPh             1196                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 -n-Bu                       1197                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 -i-Bu                       1197a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHPh                        1197b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1197c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1197d                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1197e                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                        1197f                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                              1197g                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                   1197h                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NH(2-naphthyl)              1197j                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NH(1-naphthyl)              1197k                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                                1197m                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                              1197n                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                              1197p                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  H       NHSO.sub.2 NHCH.sub.2 Ph               1198                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCOOCH.sub.2 Ph                                                                             508.6                    1199                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(2-CH.sub.3)                  1200                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                  1201                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                  1202                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (2-pyridinyl)      1203                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)      1204                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (4-pyridinyl)      1205                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)      1206                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (4-thiazolyl)      1207                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (5-thiazolyl)      1208                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (4-isoxazolyl)     1209                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)        1210                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 n-Bu                        1211                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 i-Bu                        1212                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHCO.sub.2 t-Bu                        1213                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 Ph 514.3                    1214                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                          1215                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                          1216                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                          1216a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                        1216b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                                                                            556.4                    1217                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (2-pyridyl)                 1218                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (3-pyridyl)                 1219                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (4-pyridyl)                 1219a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (2-thienyl)                 1219b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 - 3-(2,5-                                                           dichloro)thienyl!                      1220                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (2-thiazolyl)               1220a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 - 5-(4-methyl-2-                                                    amino)thiazolyl!                       1221                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (4-isoxazolyl)              1222                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1223                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                                1224                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                                1225                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)      1226                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)      1227                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)      1227a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                        1228                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (2-naphthyl)                1229                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 (1-naphthyl)                1229a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                                1229b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                               1229c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                              1229d                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                             1229e                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dimethyl                               1229f                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                  1229g                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxa-                                                                     zolyl)-2,6-dimethyl                    1229h                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyra-                                                                    zolyl)-2,6-dimethyl                    1229i                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-Ph-2,6-                                                                     dichloro                               1229j                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-furyl)                           1229k                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)                           1229l                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)                               1229m                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(4-                                              pyridyl)-2,6-dimethyl                  1229n                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-                                                                  2,6-dimethyl                           1229o                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-                                                                  2,6-dichloro                           1230                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 CHCHPh                      1231                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 CH.sub.2 Ph                 1232                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 CH.sub.2 CHCHPh             1233                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 -n-Bu                       1234                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 -i-Bu                       1234a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHPh                        1234b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1234c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1234d                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1234e                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                        1234f                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                              1234g                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NH(2-naphthyl)              1234h                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NH)1-naphthyl)              1234j                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                                1234m                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                              1234n                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                              1234p                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  H       NHSO.sub.2 NHCH.sub.2 Ph               1235                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 Ph                          1236                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                          1237                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                          1238                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                          1238a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                        1238b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                      1239                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (2-pyridyl)                 1240                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (3-pyridyl)                 1241                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (4-pyridyl)                 1241a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (2-thienyl)                 1241b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 - 3-(2,5-                                                           dichloro)thienyl!                      1242                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (2-thiazolyl)               1242a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 - 5-(4-methyl-2-                                                    amino)thiazolyl!                       1243                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (4-isoxazolyl)              1244                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1245                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                                1246                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                                1247                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)      1248                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)      1249                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)      1249a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                        1249b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (2-naphthyl)                1249c                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 (1-naphthyl)                1249d                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                                1249e                                                                              benzimidazol-2-ylamino(CH.sub.2).sub.3                                                            H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-                                                                    dimethyl)                              1249f                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-                                                                    dichloro)                              1249g                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 CHCHPh                      1249h                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 CH.sub.2 Ph                 1249j                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 CH.sub.2 CHCHPh             1249k                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 -n-Bu                       1249m                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 -i-Bu                       1249n                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHPh                        1249p                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1249q                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1249r                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1249s                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                        1249t                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                              1249u                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NH(2-naphthyl)              1249v                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NH)1-naphthyl)              1249w                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                                1249x                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                              1249y                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                              1249z                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHSO.sub.2 NHCH.sub.2 Ph               1250                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1251                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHCO.sub.2 n-Bu                        1252                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  H       NHCO.sub.2 i-Bu                        1253                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 Ph                          1254                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                          1255                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                          1256                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                          1256a                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                        1256b                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                      1257                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 (2-pyridyl)                 1258                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  W       NHSO.sub.2 (3-pyridyl)                 1259                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 (4-pyridyl)                 1260                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 (2-thiazolyl)               1261                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 (4-isoxazolyl)              1262                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1263                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                                1264                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                                1265                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)      1266                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)      1267                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)      1267a                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                        1267b                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 (2-naphthyl)                1267c                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 (1-naphthyl)                1267d                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                                1267e                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-                                                                    dimethyl)                              1267f                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-                                                                    dichloro)                              1267g                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 CHCHPh                      1267h                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 CH.sub.2 Ph                 1267j                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 CH.sub.2 CHCHPh             1267k                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 -n-Bu                       1267m                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 -i-Bu                       1267n                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHPh                        1267p                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(2-CH.sub.3)                          1267q                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(3-CH.sub.3)                          1267r                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                          1267s                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                        1267t                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                              1267u                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NH(2-naphthyl)              1267v                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NH)1-naphthyl)              1267w                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                                1267x                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                              1267y                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                              1268                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1269                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHCO.sub.2 n-Bu                        1270                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  H       NHCO.sub.2 i-Bu                        1271                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 Ph                          1274                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 Ph                          1279                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (4-isoxazolyl)              1282                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 (4-isoxazolyl)              1287                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1290                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H     H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                   1295                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  3-pyridinyl                                                                            H                                      1296                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  3-pyridinyl                                                                            H                                      1297                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  3-pyridinyl                                                                            H                                      1298                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  3-pyridinyl                                                                            H                                      1299                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  3-pyridinyl                                                                            H                                      1300                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  3-pyridinyl                                                                            H                                      1301                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H     H  3-pyridinyl                                                                            H                                      1304                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H     H  3-pyridinyl                                                                            H                                      1309                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1310                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1311                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1312                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1313                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1314                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1315                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1318                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H     H  (3,4-methylene-                                                                        H                                                                      dioxy)phenyl                                   1323                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  3-pyridinyl                                                                            NHSO.sub.2 Ph                          1324                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  3-pyridinyl                                                                            NHSO.sub.2 Ph                          1325                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H     H  (3,4-methylene-                                                                        NHSO.sub.2 Ph                                                          dioxy)phenyl                                   1326                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     H  (3,4-methylene-                                                                        NHSO.sub.2 Ph                                                          dioxy)phenyl                                   1326a                                                                              pyridinyl-2-ylamino(CH.sub.2).sub.2 CH(Ph)                                                        H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      641.4                    1326b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.2 CH(CH.sub.3)                                                   H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      579.4                    1326c                                                                              pyridin-2-ylamino-CH.sub.2 CH(CH.sub.3)CH.sub.2                                                   H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      579.5                    1326d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                CH.sub.3                                                                             H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                1326e                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                C.sub.2 H.sub.5                                                                      H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                1326f                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                Ph    H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      641.4                    1326g                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                CH.sub.2 CH.sub.2 Ph                                                                 H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      669.5                    1326h                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H     CH.sub.3                                                                          H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      579.4                    1326i                                                                              imidazol-2-ylamino-(CH.sub.2).sub.2                                                               H     H  Me      NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      568.3                    1327                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                               H     H  H       NHSO.sub.2 Ph                          1327a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.2                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1327b                                                                              imidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                      H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                      568.5                    1328                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                                H     H  H       NHSO.sub.2 Ph                          1328a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.2                                                                H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1328b                                                                              pyridin-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                       H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                1329                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                             H     H  H       NHSO.sub.2 Ph                          1329a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.2                                                             H     H  H       NHCO.sub.2 CH.sub.2 Ph                                                                       494.3                    1330                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                    H     H  H       NHSO.sub.2 Ph                          1330a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                    H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1331                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                           H     H  H       NHSO.sub.2 Ph                          1331a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                           H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1331b                                                                              benzimidazol-2-ylamino-carbonyl-                                                                  H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                    (CH.sub.2).sub.2                                                           1332                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                              H     H  H       NHSO.sub.2 Ph                          1332a                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                              H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1333                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                               H     H  H       NHSO.sub.2 Ph                          1333a                                                                              2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1336                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                               H     H  H       NHSO.sub.2 Ph                          1336a                                                                              imidazol-4-ylamino-(CH.sub.2).sub.2                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1341                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                               H     H  H       NHSO.sub.2 Ph                          1341a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.4                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1342                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                                H     H  H       NHSO.sub.2 Ph                          1342a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.4                                                                H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1343                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.4                                                             H     H  H       NHSO.sub.2 Ph                          1343a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.4                                                             H     H  H       NHCO.sub.2 CH.sub.2 Ph                                                                       522.3                    1344                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                    H     H  H       NHSO.sub.2 Ph                          1344a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                    H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1345                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                           H     H  H       NHSO.sub.2 Ph                          1345a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                           H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1346                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                              H     H  H       NHSO.sub.2 Ph                          1346a                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                              H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1347                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                               H     H  H       NHSO.sub.2 Ph                          1347a                                                                              2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1350                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                               H     H  H       NHSO.sub.2 Ph                          1350a                                                                              imidazol-4-ylamino-(CH.sub.2).sub.4                                                               H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1351                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                           H     H  H       NHSO.sub.2 -(1-naphthyl)               1352                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                           H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1353                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                           H     H  H       NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                      1354                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                            H     H  H       NHSO.sub.2 -(1-naphthyl)               1355                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                            H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1356                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                            H     H  H       NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                      1357                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                         H     H  H       NHSO.sub.2 -(1-naphthyl)               1358                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                         H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1359                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                         H     H  H       NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                      1360                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)CH.sub.2                                                  H     H  H       NHSO.sub.2 -(1-naphthyl)               1361                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)CH.sub.2                                                  H     H  H       NHCO.sub.2 CH.sub.2 Ph                 1362                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)CH.sub.2                                                  H     H  H       NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                      __________________________________________________________________________

                                      TABLE 2                                      __________________________________________________________________________      ##STR60##                                                                     Ex.                                                                            No. R.sup.1a           R.sup.10                                                                          R.sup.13                                                                          R.sup.14                                                                               R.sup.15    MS                            __________________________________________________________________________     2001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       H                                         2002                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOOCH.sub.2 Ph                          2003                                                                               imidazolin-2-yl amino-(CH.sub.2).sub.3                                                            H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(2-CH.sub.3)                             2004                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(3-CH.sub.3)                             2005                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(4-CH.sub.3)                             2006                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHCO.sub.2 CH.sub.2 (2-pyridinyl)         2007                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)         2010                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)         2015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (4-isoxazolyl)        2016                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)           2017                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCO.sub.2 n-Bu                           2018                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 i-Bu                           2019                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHCO.sub.2 t-Bu                           2020                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 Ph                             2021                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub                                          .3)                                       2024                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (2-pyridyl)                    2029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (4-isoxazolyl)                 2030                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 - 4-(3,5-dim-                                                       ethyl)isoxazolyl!                         2031                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-Br)        2032                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-Br)        2033                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Br)        2034                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)         2035                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)         2038                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (1-naphthyl)                   2043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 -i-Bu                          2044                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 -t-Bu                          2045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2047                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2048                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2049                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2050                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2051                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  (3,4-                                                                          methylenedioxy)                                                                phenyl                                            2054                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  (3,4-   H                                                                      methylenedioxy)                                                                phenyl                                            2059                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  3-pyridinyl                                                                            H                                         2060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  3-pyridinyl                                                                            H                                         2061                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  3-pyridinyl                                                                            H                                         2062                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  3-pyridinyl                                                                            H                                         2063                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  3-pyridinyl                                                                            H                                         2064                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  3-pyridinyl                                                                            H                                         2065                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  3-pyridinyl                                                                            H                                         2068                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  3-pyridinyl                                                                            H                                         2073                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCOOCH.sub.2 Ph                                                                           508.3                         2075                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2076                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(3-CH.sub.3)                             2077                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (3 -pyridinyl)        2078                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)         2079                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)           2080                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 CH.sub.2 (5-isoxazolyl)        2081                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCO.sub.2 n-Bu                           2082                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOPh                                    2083                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOCH.sub.2 Ph                           2084                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOCH.sub.2 CH.sub.2 Ph                  2085                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOCHCHPh                                2086                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOCH.sub.2 (3-pyridinyl)                2087                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOCH.sub.2 (2-thienyl)                  2088                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOCH.sub.2 (cyclohexyl)                 2089                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCOn-Bu                                  2090                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHCONHCH.sub.2 Ph                         2091                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 Ph                             2092                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub                                          .3)                                       2093                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.s                                          ub.3).sub.2 540.3                         2094                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH                                          .sub.3).sub.3                                                                              554.4                         2095                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (3-pyridyl)                    2096                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (2-thienyl)                    2097                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (2-thiazolyl)                  2098                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                      2099                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Br)        2100                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)         2101                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.s                                          ub.2)                                     2102                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (2-naphthyl)                   2103                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (1-naphthyl)                                                                    562.4                         2104                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-Ph                                                           588.4                         2104a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                                  2104b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                                 2104c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                                2105                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                                      616.3                                                              dimethyl                                  2105a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                     2105b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(2-oxa-                                          zolyl)-2,6-dimethyl                       2105c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-pyra                                          -                                                                              zolyl)-2,6-dimethyl                       2106                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dichloro                                  2107                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 C.sub.6 H-4-Ph-2,6-                                                 dimethyl-3-chloro                         2108                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 CH.sub.2 Ph                    2109                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 -n-Bu                          2110                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHPh                           2111                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                             2112                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                           2113                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                                 2114                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NH(3-pyridyl)                  2115                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                      2116                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Br)      2117                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-F)       2118                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NH(2-naphthyl)                 2119                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NH(1-naphthyl)                 2120                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)      2121                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                                 2122                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                                 2123                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NHCH.sub.2 Ph                  2124                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 NH-n-Bu                        2125                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(3-CH.sub.3)                             2126                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)         2127                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)         2128                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCO.sub.2 CH.sub.2 (4-isoxazolyl)        2129                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCO.sub.2 i-Bu                           2130                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOPh                                    2131                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOCH.sub.2 Ph                           2132                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOCH.sub.2 CH.sub.2 Ph                  2133                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOCHCHPh                                2134                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOCH.sub.2 (3-pyridinyl)                2135                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOCH.sub.2 (2-thienyl)                  2136                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOCH.sub.2 (cyclohexyl)                 2137                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCOn-Bu                                  2138                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHCONHCH.sub.2 Ph                         2139                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 Ph                             2140                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub                                          .3)                                       2141                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.s                                          ub.3).sub.2                               2142                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH                                          .sub.3).sub.3                                                                              565.4                         2143                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 (3-pyridyl)                    2144                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 (2-thienyl)                    2145                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 (2-thiazolyl)                  2146                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Br)        2147                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)         2148                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.s                                          ub.2)                                     2149                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 (2-naphthyl)                   2150                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 (1-naphthyl)                   2151                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)        2151a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                                  2151b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                                 2151c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                                2152                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dimethyl                                  2152a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                     2152b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(2-oxa-                                          zolyl)-2,6-dimethyl                       2152c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-pyra                                          -                                                                              zolyl)-2,6-dimethyl                       2153                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dichloro                                  2154                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 CH.sub.2 Ph                    2155                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 -n-Bu                          2156                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHPh                           2157                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                             2158                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                           2159                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                                 2160                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NH(3-pyridyl)                  2161                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                      2162                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Br)      2163                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-F)       2164                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NH(2-naphthyl)                 2165                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NH)1-naphthyl)                 2166                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)      2167                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                                 2168                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                                 2169                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NHCH.sub.2 Ph                  2170                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  H       NHSO.sub.2 NH-n-Bu                        2171                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCOOCH.sub.2 Ph                          2172                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(4-CH.sub.3)                             2173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)         2173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)         2175                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)           2176                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHCO.sub.2 n-Bu                           2177                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 Ph                             2178                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub                                          .3)                                       2179                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Me.s                                          ub.2)                                     2180                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-Me                                          .sub.3)                                   2181                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 (3-pyridyl)                    2182                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 (2-thienyl)                    2183                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 (2-thiazolyl)                  2184                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(2-Br)        2185                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)         2186                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.s                                          ub.2)                                     2187                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 (2-naphthyl)                   2188                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 (1-naphthyl)                   2189                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)        2189a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                                  2189b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                                 2189c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                                2190                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dimethyl                                  2190a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                     2190b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(2-oxa-                                          zolyl)-2,6-dimethyl                       2190c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-pyra                                          -                                                                              zolyl)-2,6-dimethyl                       2191                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dichloro                                  2192                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 CH.sub.2 Ph                    2193                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 -n-Bu                          2194                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHPh                           2195                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                             2196                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                           2197                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                                 2198                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                      2199                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NH(2-naphthyl)                 2200                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NH(1-naphthyl)                 2201                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)      2202                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dimethyl)                                 2203                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-                                                                    dichloro)                                 2204                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                    H  H  H       NHSO.sub.2 NHCH.sub.2 Ph                  2205                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(4-CH.sub.3)                             2206                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCO.sub.2 CH.sub.2 (3-pyridinyl)         2207                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCO.sub.2 CH.sub.2 (2-thiazolyl)         2208                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCO.sub.2 CH.sub.2 (2-thienyl)           2209                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHCO.sub.2 i-Bu                           2210                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 Ph                             2211                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub                                          .3)                                       2212                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Me.s                                          ub.2)                                     2213                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-Me                                          .sub.3)                                   2214                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 (3-pyridyl)                    2215                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 (2-thienyl)                    2216                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 (2-thiazolyl)                  2217                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                      2218                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-Br)        2218                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-F)         2219                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.s                                          ub.2)                                     2220                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 (2-naphthyl)                   2221                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 (1-naphthyl)                   2222                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)        2222a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-                                              pyridyl)                                  2222b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-                                              oxazolyl)                                 2222c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-                                              pyrazolyl)                                2223                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dimethyl                                  2223a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-                                              pyridyl)-2,6-dimethyl                     2223b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(2-oxa-                                          zolyl)-2,6-dimethyl                       2223c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-(3-pyra                                          -                                                                              zolyl)-2,6-dimethyl                       2224                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dichloro                                  2225                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 CH.sub.2 Ph                    2226                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 -n-Bu                          2227                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHPh                           2228                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                             2229                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                           2230                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                                 2231                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NH(2-naphthyl)                 2232                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NH)1-naphthyl)                 2233                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)      2234                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -4-Ph-2,6-                                                                     dimethyl                                  2235                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -4-Ph-2,6-                                                                     dichloro                                  2236                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                             H  H  H       NHSO.sub.2 NHCH.sub.2 Ph                  2237                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 Ph                             2238                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub                                          .3)                                       2239                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Me.s                                          ub.2)                                     2240                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-Me                                          .sub.3)                                   2241                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 (4-pyridyl)                    2242                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 (2-thienyl)                    2243                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 (2-thiazolyl)                  2244                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                      2245                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-Br)        2246                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)         2247                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.s                                          ub.2)                                     2248                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 (2-naphthyl)                   2249                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 (1-naphthyl)                   2250                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)        2251                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dimethyl                                  2252                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dichloro                                  2253                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 CH.sub.2 Ph                    2254                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 -i-Bu                          2255                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHPh                           2256                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                             2257                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                           2258                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                                 2259                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NH(2-naphthyl)                 2260                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NH)1-naphthyl)                 2261                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)      2262                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -4-Ph-2,6-                                                                     dimethyl                                  2263                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -4-Ph-2,6-                                                                     dichloro                                  2264                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHSO.sub.2 NHCH.sub.2 Ph                  2265                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2266                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                           H  H  H       NHCO.sub.2 i-Bu                           2267                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub                                          .3)                                       2268                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Me.s                                          ub.2)                                     2269                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-Me                                          .sub.3)                                   2270                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 (3-pyridyl)                    2271                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 (2-thiazolyl)                  2272                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 (4-isoxazolyl)                 2273                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-Br)        2274                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)         2275                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.s                                          ub.2)                                     2276                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 (2-naphthyl)                   2277                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 (1-naphthyl)                   2278                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)        2279                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dimethyl                                  2280                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -4-Ph-2,6-                                          dichloro                                  2281                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 CH.sub.2 Ph                    2282                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 -i-Bu                          2283                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHPh                           2284                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                             2285                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                           2286                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-                                                                       Me.sub.3)                                 2287                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NH(2-naphthyl)                 2288                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NH)1-naphthyl)                 2289                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)      2290                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -4-Ph-2,6-                                                                     dimethyl                                  2291                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -4-Ph-2,6-                                                                     dichloro                                  2292                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHCO.sub.2 n-Bu                           2293                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                              H  H  H       NHCO.sub.2 i-Bu                           2294                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 Ph                             2295                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 Ph                             2296                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (4-isoxazolyl)                 2297                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 (4-isoxazolyl)                 2298                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                      2299                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                               H  H  H       NHSO.sub.2 - 4-(3,5-                                                           dimethyl)isoxazolyl!                      2300                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  3-pyridinyl                                                                            NHSO.sub.2 Ph                             2301                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  3-pyridinyl                                                                            NHSO.sub.2 Ph                             2302                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                               H  H  (3,4-methylene-                                                                        NHSO.sub.2 Ph                                                          dioxy)phenyl                                      2303                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                                H  H  (3,4-methylene-                                                                        NHSO.sub.2 Ph                                                          dioxy)phenyl                                      2304                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                               H  H  H       NHSO.sub.2 Ph                             2305                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2306                                                                               imidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                      H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH                                          .sub.3).sub.3                             2307                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                                H  H  H       NHSO.sub.2 Ph                             2308                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                                H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2309                                                                               pyridin-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                       H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH                                          .sub.3).sub.3                             2310                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                             H  H  H       NHSO.sub.2 Ph                             2311                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                             H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2312                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                    H  H  H       NHSO.sub.2 Ph                             2313                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                    H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2314                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                           H  H  H       NHSO.sub.2 Ph                             2315                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                           H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2316                                                                               benzimidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                  H  H  H       NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH                                          .sub.3).sub.3                             2317                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                              H  H  H       NHSO.sub.2 Ph                             2318                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                              H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2319                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                               H  H  H       NHSO.sub.2 Ph                             2320                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2321                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                               H  H  H       NHSO.sub.2 Ph                             2322                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2323                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                               H  H  H       NHSO.sub.2 Ph                             2324                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2325                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                                H  H  H       NHSO.sub.2 Ph                             2326                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                                H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2327                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.4                                                             H  H  H       NHSO.sub.2 Ph                             2328                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.4                                                             H  H  H       NHCO.sub.2 CH.sub.2 Ph                                                                     522.3                         2329                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                    H  H  H       NHSO.sub.2 Ph                             2330                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                    H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2331                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                           H  H  H       NHSO.sub.2 Ph                             2332                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                           H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2333                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                              H  H  H       NHSO.sub.2 Ph                             2334                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                              H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2335                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                               H  H  H       NHSO.sub.2 Ph                             2336                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2337                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                               H  H  H       NHSO.sub.2 Ph                             2338                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                               H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2339                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                           H  H  H       NHSO.sub.2 -(1-naphthyl)                  2340                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                           H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2341                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                           H  H  H       NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me                                          .sub.3)                                   2342                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                            H  H  H       NHSO.sub.2 -(1-naphthyl)                  2343                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                            H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2344                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                            H  H  H       NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me                                          .sub.3)                                   2345                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                         H  H  H       NHSO.sub.2 -(1-naphthyl)                  2346                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                         H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2347                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)CH.sub.2                                         H  H  H       NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me                                          .sub.3)                                   2348                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)CH.sub.2                                                  H  H  H       NHSO.sub.2 -(1-naphthyl)                  2349                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)CH.sub.2                                                  H  H  H       NHCO.sub.2 CH.sub.2 Ph                    2350                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)CH.sub.2                                                  H  H  H       NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me                                          .sub.3)                                   __________________________________________________________________________

                                      TABLE 3                                      __________________________________________________________________________      ##STR61##                                                                     Ex. No.                                                                            R.sup.1           R.sup.9                                                                               R.sup.14      R.sup.15         MS                 __________________________________________________________________________     3001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            H                                    3002                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHCOOCH.sub.2 Ph                     3002a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHCOOCH.sub.2 Ph                     3002b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHCO.sub.2 CH.sub.2 Ph               3002c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 Ph               3003                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(2-CH.sub.3)                3004                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                3005                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                3006                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      H            NHCO.sub.2 CH.sub.2 (2-pyridinyl                                               )                                    3007                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    3010                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    3015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 (4-isoxazoly                                               l)                                   3016                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHCO.sub.2 CH.sub.2 (2-thienyl)      3017                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHCO.sub.2 n-Bu                      3018                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHCO.sub.2 i-Bu                      3019                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      H            NHCO.sub.2 t-Bu                      3020                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      H            NHSO.sub.2 Ph                        3020a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 Ph                        3020b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 Ph                        3020c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 Ph                        3020d                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 Ph                        3021                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                        3021a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      3021b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3021c                                                                              imidazo1-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                3021d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                3021e                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                3021f                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                3021g                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(3-pyridyl)        3021h                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(4-pyridyl)        3021i                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(2-furyl)          3021j                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(3-furyl)          3021k                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(5-pyrazolyl))     3021l                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3021m                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(3-pyridyl))       3021n                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(4-pyridyl))       3021o                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     (2,6-Me.sub.2 -4-(2-furyl))          3021p                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(3-furyl))         3021q                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(5-pyrazolyl))     3021r                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3021s                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(3-pyridyl))       3021t                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2 -                                                   (2,6-Me.sub.2 -4-(4-pyridyl))        3021u                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(2-furyl))         3021v                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(3-furyl))         3021w                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-(5-pyrazolyl))     3024                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      H.           NHSO.sub.2 (2-pyridyl)               3029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 (4-isoxazolyl)            3030                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3030a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3030b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 - 4-(3,5                                                            dimethyl)isoxazolyl!                 3030c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3031                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                              3032                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              3033                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                              3034                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-F)                               3035                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-F)                               3038                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 (1-naphthyl)              3038a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      3038b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Cl.sub.2 -4-Ph)                3043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 -i-Bu                     3044                                                                               pyridin-2-ylamino-(CH.sub.2)3                                                                    H      H            NHSO.sub.2 -t-Bu                     3045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      (3,4-methylenedioxy)phenyl                        3046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      (3,4-methylenedioxy)phenyl                                                                  H                                    3047                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      (3,4-methylenedioxy)phenyl                                                                  H                                    3048                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      (3,4-methylenedioxy)phenyl                                                                  H                                    3049                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      (3,4-methylenedioxy)phenyl                                                                  H                                    3050                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      (3,4-methylenedioxy)phenyl                                                                  H                                    3051                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      (3,4-methylenedioxy)phenyl                                                                  H                                    3054                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      (3,4-methylenedioxy)phenyl                                                                  H                                    3059                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      3-pyridinyl  H                                    3060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      3-pyridinyl  H                                    3061                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      3-pyridinyl  H                                    3062                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      3-pyridinyl  H                                    3063                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      3-pyridinyl  H                                    3064                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      3-pyridinyl  H                                    3065                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      3-pyridinyl  H                                    3068                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      3-pyridinyl  H                                    3068a                                                                              imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H      H            NHSO.sub.2 -(1-naphthyl)             3068b                                                                              imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H      H            NHCO.sub.2 CH.sub.2 Ph               3068c                                                                              imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3068d                                                                              pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   H      H            NHSO.sub.2 -(1-naphthyl)             3068e                                                                              pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   H      H            NHCO.sub.2 CH.sub.2 Ph               3068f                                                                              pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3068g                                                                              imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                H      H            NHSO.sub.2 -(1-naphthyl)             3068h                                                                              imidazolin-2-ylamino-CH.sub.2 (6-C.sub.6 H.sub.4)                                                H      H            NHCO.sub.2 CH.sub.2 Ph               3068i                                                                              imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3068j                                                                              imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         H      H            NHSO.sub.2 -(1-naphthyl)             3068k                                                                              imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         H      H            NHCO.sub.2 CH.sub.2 Ph               3068l                                                                              imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3075                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3076                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                3077                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    3078                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    3079                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)      3080                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (5-isoxazoly                                               l)                                   3081                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 n-Bu                      3082                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOPh                               3083                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 Ph   *                  3084                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 CH.sub.2 Ph             3085                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH═CHPh                      3086                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 (3-pyridinyl)           3087                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 (2-thienyl)             3088                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 (cyclohexyl)            3089                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOn-Bu                             3090                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCONHCH.sub.2 Ph                    3091                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3092                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        3093                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-CH.sub.3).sub.2                                                                            554.4              3094                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                          568.4              3095                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               3096                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               3097                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             3098                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2  4-(3,5-dimethyl)isox                                               azolyl!                              3099                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                              3100                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               3101                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)   594.3              3102                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              3103                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              3104                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              3104a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       3104b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      3104c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     3105                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                                                                             630.3              3105a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          3105b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         3105c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        3105d                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(4-pyridyl)-2,6-dimethyl          3105e                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-2,6-dimethyl            3105f                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-2,6-dimethyl            3106                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                                                                             670.3              3107                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H-(4-Ph-2,6-d                                               imethyl-3-chloro)                    3108                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               3109                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     3110                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      3111                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        3112                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      3113                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    3114                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH(3-pyridyl)             3115                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2  4-(3,5-dimethyl)isox                                               azolyl!                              3116                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Br)                              3117                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-F)                               3118                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            3119                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH(1-naphthyl)            3120                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              3121                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 3122                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 3123                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             3124                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH-n-Bu                   3125                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                3126                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    3127                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    3128                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (4-isoxazoly                                               l)                                   3129                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      3130                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOPh                               3131                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 Ph                      3132                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 CH.sub.2 Ph             3133                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH═CHPh                      3134                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 (3-pyridinyl)           3135                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 (2-thienyl)             3136                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 (cyclohexyl)            3137                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOn-Bu                             3138                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCONHCH.sub.2 Ph                    3139                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3140                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        3141                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-CH.sub.3).sub.2                3142                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                                                          579.4              3143                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               3144                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               3145                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             3146                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                              3147                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               3148                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      3149                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              3150                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              3151                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              3151a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       3151b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      3151c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     3152                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 3152a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          3152b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         3152c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        3152d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(4-pyridyl)-2,6-dimethyl          3152e                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-2,6-dimethyl            3152f                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-2,6-dimethyl            3153                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 3154                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               3155                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     3156                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      3157                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        3158                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      3159                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    3160                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH(3-pyridyl)             3161                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3162                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Br)                              3163                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-F)                               3164                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            3165                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            3166                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              3167                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 3168                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 3169                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             3170                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH-n-Bu                   3171                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCOOCH.sub.2 Ph                     3172                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                3173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    3173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    3175                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)      3176                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 n-Bu                      3177                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3178                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        3179                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      3180                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3181                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               3182                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               3183                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             3184                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                              3185                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               3186                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      3187                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              3188                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              3189                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              3189a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       3189b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      3189c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     3190                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 3190a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          3190b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         3190c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        3190d                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(4-pyridyl)-2,6-dimethyl          3190e                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-2,6-dimethyl            3190f                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-2,6-dimethyl            3191                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 3192                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               3193                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     3194                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      3195                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        3196                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      3197                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    3198                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2  4-(3,5-dimethyl)isox                                               azolyl!                              3199                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            3200                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NH(1-naphthyl)            3201                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              3202                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 3203                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 3204                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             3205                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                3206                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    3207                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    3208                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)      3209                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      3210                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3211                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                        3212                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      3213                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3214                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               3215                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               3216                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             3217                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3218                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              3218a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               3219                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      3220                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              3221                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              3222                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              3222a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       3222b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      3222c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     3223                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 3223a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          3223b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         3223c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        3223d                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(4-pyridyl)-2,6-dimethyl          3223e                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-furyl)-2,6-dimethyl            3223f                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-furyl)-2,6-dimethyl            3224                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 3225                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               3226                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     3227                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      3228                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        3229                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      3230                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    3231                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            3232                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            3233                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              3234                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 3235                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 3236                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             3237                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3238                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                        3239                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      3240                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3241                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (4-pyridyl)               3242                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               3243                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             3244                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3245                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              3246                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-F)                               3247                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      3248                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              3249                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              3250                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              3251                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 3252                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 3253                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               3254                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 -i-Bu                     3255                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      3256                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        3257                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      3258                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    3259                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            3260                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            3261                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              3262                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 3263                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 3264                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             3265                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3266                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      3267                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        3268                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      3269                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    3270                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               3271                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             3272                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (4-isoxazolyl)            3273                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              3274                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-F)                               3275                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      3276                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              3277                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              3278                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              3279                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 3280                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 3281                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               3282                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 -i-Bu                     3283                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      3284                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        3285                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      3286                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    3287                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            3288                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            3289                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              3290                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 3291                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 3292                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHCO.sub.2 n-Bu                      3293                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      3294                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3295                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3296                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (4-isoxazolyl)            3297                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (4-isoxazolyl)            3298                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3299                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             3300                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              3-pyridinyl  NHSO.sub.2 Ph                        3301                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              3-pyridinyl  NHSO.sub.2 Ph                        3302                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              (3,4-methylenedioxy)phenyl                                                                  NHSO.sub.2 Ph                        3303                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              (3,4-methylenedioxy)phenyl                                                                  NHSO.sub.2 Ph                        3304                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3305                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3306                                                                               imidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                     CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3307                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                               CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3308                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3309                                                                               pyridin-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                      CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3310                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                            CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3311                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3312                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                   CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3313                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3314                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                          CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3315                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                          CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3316                                                                               benzimidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                 CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3317                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3318                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3319                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3320                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3321                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3322                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3323                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3324                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3325                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                               CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3326                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3327                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.4                                                            CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3328                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                   CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3329                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3330                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                          CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3331                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                          CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3332                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                             CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3333                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                             CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3334                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3335                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3336                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        3337                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3338                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 Ph                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3339                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.2 Ph                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3340                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.3                                                                     H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3341                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH(CH.sub.3).sub.2                                                                    H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3342                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              cyclopropyl                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3343                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 -                                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3                                    cyclopropyl                                              3344                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 COOH                                                                         H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3345                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              (CH.sub.2).sub.2 NMe.sub.2                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3346                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OMe                                                                 H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3347                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 Ph                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3348                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OH                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              3349                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.3                                                                     H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3350                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH(CH.sub.3).sub.2                                                                    H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3351                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              cyclopropyl                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3352                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 -                                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph                                cyclopropyl                                              3353                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 COOH                                                                         H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3354                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              (CH.sub.2).sub.2 NMe.sub.2                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3355                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OMe                                                                 H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3356                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 Ph                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3357                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OH                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          3358                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             3359                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3360                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3361                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             3362                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3363                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3364                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             3365                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3366                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    3367                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             3368                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               3369                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    __________________________________________________________________________

                                      TABLE 4                                      __________________________________________________________________________      ##STR62##                                                                     Ex. No.                                                                            R.sup.1           R.sup.9                                                                               R.sup.14     R.sup.15          MS                 __________________________________________________________________________     4001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            H                                    4002                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHCOOCH.sub.2 Ph                     4002a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHCOOCH.sub.2 Ph                     4002b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHCO.sub.2 CH.sub.2 Ph               4002c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 Ph               4003                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(2-CH.sub.3)                4004                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                4005                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                4006                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      H            NHCO.sub.2 CH.sub.2 (2-pyridinyl                                               )                                    4007                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.3 (3-pyridinyl                                               )                                    4010                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    4015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHCO.sub.2 CH.sub.2 (4-isoxazoly                                               l)                                   4016                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHCO.sub.2 CH.sub.2 (2-thienyl)      4017                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHCO.sub.2 n-Bu                      4018                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHCO.sub.2 i-Bu                      4019                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      H            NHCO.sub.2 t-Bu                      4020                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      H            NHSO.sub.2 Ph                        4020a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 Ph                        4020b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 Ph                        4020c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 Ph                        4020d                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 Ph                        4021                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-CH.sub.3)                        4021a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      4021b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    4021c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                4021d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                4021e                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                4021f                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Me.sub.2 -4-Ph)                4024                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 (2-pyridyl)               4029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 (4-isoxazolyl)            4030                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4030a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4030b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4030c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4031                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                              4032                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              4033                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                              4034                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-F)                               4035                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-F)                               4038                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 (1-naphthyl)              4038a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4038b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-Cl.sub.2 -4-Ph)                4043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      H            NHSO.sub.2 -i-Bu                     4044                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      H            NHSO.sub.2 -t-Bu                     4045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      (3,4-methylenedioxy)phenyl                                                                  H                                    4046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      (3,4-methylenedioxy)phenyl                                                                  H                                    4047                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      (3,4-methylenedioxy)phenyl                                                                  H                                    4048                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      (3,4-methylenedioxy)phenyl                                                                  H                                    4049                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      (3,4-methylenedioxy)phenyl                                                                  H                                    4050                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      (3,4-methylenedioxy)phenyl                                                                  H                                    4051                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      (3,4-methylenedioxy)phenyl                                                                  H                                    4054                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      (3,4-methylenedioxy)phenyl                                                                  H                                    4059                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H      3-pyridinyl  H                                    4060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H      3-pyridinyl  H                                    4061                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H      3-pyridinyl  H                                    4062                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H      3-pyridinyl  H                                    4063                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H      3-pyridinyl  H                                    4064                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             H      3-pyridinyl  H                                    4065                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              H      3-pyridinyl  H                                    4068                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              H      3-pyridinyl  H                                    4068a                                                                              imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H      H            NHSO.sub.2 -(1-naphthyl)             4068b                                                                              imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H      H            NHCO.sub.2 CH.sub.2 Ph               4068c                                                                              imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4068d                                                                              pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   H      H            NHSO.sub.2 -(1-naphthyl)             4068e                                                                              pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   H      H            NHCO.sub.2 CH.sub.2 Ph               4068f                                                                              pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4068g                                                                              imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                H      H            NHSO.sub.2 -(1-naphthyl)             4068h                                                                              imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                H      H            NHCO.sub.2 CH.sub.2 Ph               4068i                                                                              imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4068j                                                                              imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         H      H            NHSO.sub.2 -(1-naphthyl)             4068k                                                                              imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         H      H            NHCO.sub.2 CH.sub.2 Ph               4068l                                                                              imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         H      H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4075                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4076                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                4077                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    4078                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    4079                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)                                                O                                    4080                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (5-isoxazoly                                               l)                                   4081                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 n-Bu                      4082                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOPh                               4083                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 Ph                      4084                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 CH.sub.2 Ph             4085                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH═CHPh                      4086                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 (3-pyridinyl)           4087                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 (2-thienyl)             4088                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOCH.sub.2 (cyclohexyl)            4089                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCOn-Bu                             4090                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCONHCH.sub.2 Ph                    4091                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4092                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        4093                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-CH.sub.3).sub.2                4094                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              4095                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               4096                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               4097                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             4098                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2  4-(3,5-dimethyl)isox                                               azolyl!                              4099                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                              4100                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               4101                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4102                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              4103                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              4104                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              4104a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       4104b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      4104c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     4105                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 4105a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          4105b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         4105c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        4106                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 4107                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H-(4-Ph-2,6-d                                               imethyl-3-chloro)                    4108                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               4109                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     4110                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      4111                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        4112                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      4113                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    4114                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH(3-pyridyl)             4115                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2  4-(3,5-dimethyl)isox                                               azolyl!                              4116                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Br)                              4117                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-F)                               4118                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            4119                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH(1-naphthyl)            4120                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              4121                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 4122                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 4123                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             4124                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 NH-n-Bu                   4125                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(3-CH.sub.3)                4126                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    4127                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    4128                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (4-isoxazoly                                               l)                                   4129                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      4130                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOPh                               4131                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 Ph                      4132                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 CH.sub.2 Ph             4133                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH═CHPh                      4134                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 (3-pyridinyl)           4135                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 (2-thienyl)             4136                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOCH.sub.2 (cyclohexyl)            4137                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCOn-Bu                             4138                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHCONHCH.sub.2 Ph                    4139                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4140                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        4141                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-CH.sub.3).sub.2                4142                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              4143                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               4144                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               4145                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             4146                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Br)                              4147                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               4148                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4149                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              4150                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              4151                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              4151a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       4151b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      4151c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     4152                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 4152a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          4152b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         4152c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        4153                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 4154                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               4155                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     4156                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      4157                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        4158                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      4159                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    4160                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH(3-pyridyl)             4161                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4162                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Br)                              4163                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-F)                               4164                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            4165                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            4166                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              4167                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 4168                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 4169                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             4170                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              H            NHSO.sub.2 NH-n-Bu                   4171                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCOOCH.sub.2 Ph                     4172                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                4173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.3 (3-pyridinyl                                               )                                    4173                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    4175                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)                                                O                                    4176                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHCO.sub.2 n-Bu                      4177                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4178                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        4179                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      4180                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    4181                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               4182                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               4183                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             4184                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(2-Br)                              4185                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               4186                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4187                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              4188                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              4189                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              4189a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       4189b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      4189c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     4190                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2-6-dimethyl)                 4190a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl          4190b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl         4190c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyrazolyl)-2,6-dimethyl        4191                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 4192                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               4193                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     4194                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      4195                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        4196                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      4197                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    4198                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2  4-(3,5-dimethyl)isox                                               azolyl!                              4199                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            4200                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NH(1-naphthyl)            4201                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              4202                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 4203                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 4204                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             4205                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 C.sub.6                                                    H.sub.4 -(4-CH.sub.3)                4206                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (3-pyridinyl                                               )                                    4207                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thiazolyl                                               )                                    4208                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)      4209                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      4210                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4211                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                        4212                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      4213                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    4214                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               4215                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               4216                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             4217                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4218                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              4218a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-F)                               4219                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4220                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              4221                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              4222                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              4223                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 4224                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 4225                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               4226                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 -n-Bu                     4227                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      4228                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        4229                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      4230                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    4231                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            4232                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            4233                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              4234                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 4235                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 4236                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             4237                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4238                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-CH.sub.3)                        4239                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      4240                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    4241                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (4-pyridyl)               4242                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (2-thienyl)               4243                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             4244                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4245                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              4246                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-F)                               4247                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4248                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              4249                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              4250                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              4250a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(4-pyridyl)                       4250b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(2-oxazolyl)                      4250c                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -4-(3-pyrazolyl)                     4251                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 4251a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(3-pyridyl)-2,6-dimethyl)         4251b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-oxazolyl)-2,6-dimethyl)        4251c                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -4-(2-pyrazolyl)-2,6-dimethyl)       4252                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 4253                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               4254                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 -i-Bu                     4255                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      4256                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        4257                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      4258                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    4259                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            4260                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            4261                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              4262                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph-2,6-dimethyl)                 4263                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph-2,6-dichloro)                 4264                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHSO.sub.2 NHCH.sub.2 Ph             4265                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4266                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      4267                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-CH.sub.3)                        4268                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Me.sub.2)                      4269                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-Me.sub.3)                    4270                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (3-pyridyl)               4271                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (2-thiazolyl)             4272                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (4-isoxazolyl)            4273                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-Br)                              4274                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(3-F)                               4275                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.3                                                     -(2,6-Cl.sub.2)                      4276                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (2-naphthyl)              4277                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 (1-naphthyl)              4278                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.4                                                     -(4-Ph)                              4279                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dimethyl)                 4280                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(4-Ph-2,6-dichloro)                 4281                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 CH.sub.2 Ph               4282                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 -i-Bu                     4283                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHPh                      4284                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-CH.sub.3)                        4285                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.3                                                   -(2,6-Me.sub.2)                      4286                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 C.sub.2                                                   -(2,4,6-Me.sub.3)                    4287                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NH(2-naphthyl)            4288                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NH)1-naphthyl)            4289                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.4                                                   -(4-Ph)                              4290                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dimethyl)                 4291                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHSO.sub.2 NHC.sub.6 H.sub.2                                                   -(4-Ph-2,6-dichloro)                 4292                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHCO.sub.2 n-Bu                      4293                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                             CH.sub.3                                                                              H            NHCO.sub.2 i-Bu                      4294                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4295                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4296                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (4-isoxazolyl)            4297                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 (4-isoxazolyl)            4298                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4299                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)iso                                               xazolyl!                             4300                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              3-pyridinyl  NHSO.sub.2 Ph                        4301                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              3-pyridinyl  NHSO.sub.2 Ph                        4302                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              (3,4-methylenedioxy)phenyl                                                                  NHSO.sub.2 Ph                        4303                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                              (3,4-methylenedioxy)phenyl                                                                  NHSO.sub.2 Ph                        4304                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4305                                                                               imidazol-2-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4306                                                                               imidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                     CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4307                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                               CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4308                                                                               pyridin-2-ylamino-(CH.sub.2).sub.2                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4309                                                                               pyridin-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                      CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              4310                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                            CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4311                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.2                                                            CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4312                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                   CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4313                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.2                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4314                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                          CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4315                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.2                                                          CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4316                                                                               benzimidazol-2-ylamino-carbonyl-(CH.sub.2).sub.2                                                 CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3).sub.3              4317                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4318                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4319                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4320                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4321                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4322                                                                               imidazol-4-ylamino-(CH.sub.2).sub.2                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4323                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4324                                                                               imidazol-2-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4325                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                               CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4326                                                                               pyridin-2-ylamino-(CH.sub.2).sub.4                                                               CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4327                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.4                                                            CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4328                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                   CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4329                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.4                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4330                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                          CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4331                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.4                                                          CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4332                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                             CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4333                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.4                                                             CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4334                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4335                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4336                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHSO.sub.2 Ph                        4337                                                                               imidazol-4-ylamino-(CH.sub.2).sub.4                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4338                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 Ph                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4339                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.2 Ph                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4340                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.3                                                                     H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4341                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH(CH.sub.3).sub.2                                                                    H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4342                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              cyclopropyl                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4343                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 -                                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                                          cyclopropyl                                              4344                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 COOH                                                                         H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4345                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              (CH.sub.2).sub.2 NMe.sub.2                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4346                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OMe                                                                 H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4347                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 Ph                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4348                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OH                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,4,6-CH.sub.3)                    4349                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.3                                                                     H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4350                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH(CH.sub.3).sub.2                                                                    H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4351                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              cyclopropyl                                                                           H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4352                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 -                                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph                                cyclopropyl                                              4353                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 COOH                                                                         H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4354                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              (CH.sub.2).sub.2 NMe.sub.2                                                            H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4355                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OMe                                                                 H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4356                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 Ph                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4357                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.2 CH.sub.2 OH                                                                  H            NHSO.sub.2 C.sub.6 H.sub.2                                                     -(2,6-CH.sub.3).sub.2 -4-Ph          4358                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             4359                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4360                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4361                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             4362                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4363                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                   CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4364                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             4365                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4366                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    4367                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         CH.sub.3                                                                              H            NHSO.sub.2 -(1-naphthyl)             4368                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         CH.sub.3                                                                              H            NHCO.sub.2 CH.sub.2 Ph               4369                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                         CH.sub.3                                                                              H            NHSO.sub.2 C.sub.6 C.sub.2                                                     -(2,4,6-Me.sub.3)                    __________________________________________________________________________

                                      TABLE 5                                      __________________________________________________________________________      ##STR63##                                                                     Ex. No.                                                                            R.sup.1          R.sup.14     R.sup.15        MS                           __________________________________________________________________________     5001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            H                                            5002                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHCOOCH.sub.2 Ph                             5003                                                                               imidazolin-2-yl amino-(CH.sub.2).sub.3                                                          H            NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(2-CH.sub.3)                                5004                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H            NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(3-CH.sub.3)                                5005                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H            NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(4-CH.sub.3)                                5006                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            H            NHCO.sub.2 CH.sub.2 (2-pyridinyl)            5007                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             H            NHCO.sub.2 CH.sub.2 (3-pyridinyl)            5010                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             H            NHCO.sub.2 CH.sub.2 (2-thiazolyl)            5015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            NHCO.sub.2 CH.sub.2 (4-isoxazolyl)           5016                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)              5017                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H            NHCO.sub.2 n-Bu                              5018                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H            NHCO.sub.2 i-Bu                              5019                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H            NHCO.sub.2 t-Bu                              5020                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            H            NHSO.sub.2 Ph                                5021                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)                                       N                                            5024                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 (2-pyridyl)                       5029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 (4-isoxazolyl)                    5030                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)isoxazolyl!                                       O                                            5031                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H            NHSO.sub.2 C.sub.6 H.sub.4 -(2-Br)           5032                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H            NHSO.sub.2 C.sub.6 H.sub.4 -(3-Br)           5033                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H            NHSO.sub.2 C.sub.6 H.sub.4 -(4-Br)           5034                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            H            NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)            5035                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)            5038                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 (1-naphthyl)                      5043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 -i-Bu                             5044                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHSO.sub.2 -t-Bu                             5045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             (3,4-methylenedioxy)phenyl                                                                  H                                            5046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              (3,4-methylenedioxy)phenyl                                                                  H                                            5047                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           (3,4-methylenedioxy)phenyl                                                                  H                                            5048                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  (3,4-methylenedioxy)phenyl                                                                  H                                            5049                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         (3,4-methylenedioxy)phenyl                                                                  H                                            5050                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            (3,4-methylenedioxy)phenyl                                                                  H                                            5051                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             (3,4-methylenedioxy)phenyl                                                                  H                                            5054                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             (3,4-methylenedioxy)phenyl                                                                  H                                            5059                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             3-pyridinyl  H                                            5060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              3-pyridinyl  H                                            5061                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           3-pyridinyl  H                                            5062                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  3-pyridinyl  H                                            5063                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         3-pyridinyl  H                                            5064                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            3-pyridinyl  H                                            5065                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             3-pyridinyl  H                                            5068                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             3-pyridinyl  H                                            5069                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H            NHSO.sub.2 -(1-naphthyl)                     5070                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H            NHCO.sub.2 CH.sub.2 Ph                       5071                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         5072                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H            NHSO.sub.2 -(1-naphthyl)                     5073                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H            NHCO.sub.2 CH.sub.2 Ph                       5074                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         5075                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H            NHSO.sub.2 -(1-naphthyl)                     5076                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H            NHCO.sub.2 CH.sub.2 Ph                       5077                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         5078                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H            NHSO.sub.2 -(1-naphthyl)                     5079                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H            NHCO.sub.2 CH.sub.2 Ph                       5080                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         __________________________________________________________________________

                                      TABLE 6                                      __________________________________________________________________________      ##STR64##                                                                     Ex. No.                                                                            R.sup.1          R.sup.14     R.sup.15        MS                           __________________________________________________________________________     6001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            H                                            6002                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHCOOCH.sub.2 Ph                             6003                                                                               imidazolin-2-yl amino-(CH.sub.2).sub.3                                                          H            NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(2-CH.sub.3)                                6004                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H            NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(3-CH.sub.3)                                6005                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H            NHCO.sub.2 CH.sub.2 C.sub.6 H.sub.4                                            -(4-CH.sub.3)                                6006                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            H            NHCO.sub.2 CH.sub.2 (2-pyridinyl)            6007                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             H            NHCO.sub.2 CH.sub.2 (3-pyridinyl)            6010                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             H            NHCO.sub.2 CH.sub.2 (2-thiazolyl)            6015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            NHCO.sub.2 CH.sub.2 (4-isoxazolyl)           6016                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHCO.sub.2 CH.sub.2 (2-thienyl)              6017                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H            NHCO.sub.2 n-Bu                              6018                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H            NHCO.sub.2 i-Bu                              6019                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H            NHCO.sub.2 t-Bu                              6020                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            H            NHSO.sub.2 Ph                                6021                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)                                       N                                            6024                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 (2-pyridyl)                       6029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 (4-isoxazolyl)                    6030                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHSO.sub.2 - 4-(3,5-dimethyl)isoxazolyl!                                       O                                            6031                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H            NHSO.sub.2 C.sub.6 H.sub.4 -(2-Br)           6032                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H            NHSO.sub.2 C.sub.6 H.sub.4 -(3-Br)           6033                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H            NHSO.sub.2 C.sub.6 H.sub.4 -(4-Br)           6034                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            H            NHSO.sub.2 C.sub.6 H.sub.4 -(2-F)            6035                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 C.sub.6 H.sub.4 -(3-F)            6038                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 (1-naphthyl)                      6043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H            NHSO.sub.2 -i-Bu                             6044                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H            NHSO.sub.2 -t-Bu                             6045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             (3,4-methylenedioxy)phenyl                                                                  H                                            6046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              (3,4-methylenedioxy)phenyl                                                                  H                                            6047                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           (3,4-methylenedioxy)phenyl                                                                  H                                            6048                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  (3,4-methylenedioxy)phenyl                                                                  H                                            6049                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         (3,4-methylenedioxy)phenyl                                                                  H                                            6050                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            (3,4-methylenedioxy)phenyl                                                                  H                                            6051                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             (3,4-methylenedioxy)phenyl                                                                  H                                            6054                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             (3,4-methylenedioxy)phenyl                                                                  H                                            6059                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             3-pyridinyl  H                                            6060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              3-pyridinyl  H                                            6061                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           3-pyridinyl  H                                            6062                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  3-pyridinyl  H                                            6063                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         3-pyridinyl  H                                            6064                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.3                                                            3-pyridinyl  H                                            6065                                                                               2-iminoazepin-7-yl-(CH.sub.2).sub.3                                                             3-pyridinyl  H                                            6068                                                                               imidazol-4-ylamino-(CH.sub.2).sub.3                                                             3-pyridinyl  H                                            6069                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H            NHSO.sub.2 -(1-naphthyl)                     6070                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H            NHCO.sub.2 CH.sub.2 Ph                       6071                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         6072                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H            NHSO.sub.2 -(1-naphthyl)                     6073                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H            NHCO.sub.2 CH.sub.2 Ph                       6074                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         6075                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H            NHSO.sub.2 -(1-naphthyl)                     6076                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H            NHCO.sub.2 CH.sub.2 Ph                       6077                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         6078                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H            NHSO.sub.2 -(1-naphthyl)                     6079                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H            NHCO.sub.2 CH.sub.2 Ph                       6080                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H            NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.su                                       b.3)                                         __________________________________________________________________________

                                      TABLE 7                                      __________________________________________________________________________      ##STR65##                                                                     Ex. No.                                                                            R.sup.1           R.sup.10                                                                          X.sup.1                                                                          X.sup.3                                                                          X.sup.4                                                                           R.sup.15         MS                            __________________________________________________________________________     7001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7002                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH                                                                               N CH NHCO.sub.2 n-Bu                                7003                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHCO.sub.2 i-Bu                                7004                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHCOPh                                         7005                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               CH                                                                               N  NHCOCH.sub.2 Ph                                7006                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N N CH NHCOCH.sub.2 CH.sub.2 Ph                       7007                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          N CH                                                                               CH NHCOCH═CHPh                                7008                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHCOn-Bu                                       7009                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 Ph                                  7010                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)       7011                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)       7012                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)       7013                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3)                                     .sub.2                                         7014                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub.                                     3).sub.3                                       7015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 (2-pyridyl)                         7016                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 (3-pyridyl)                         7017                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH                                                                               CH                                                                               N  NHSO.sub.2 (4-pyridyl)                         7018                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N N CH NHSO.sub.2 (2-thienyl)                         7019                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2  4-(3,5-dimethyl)isoxazolyl!        7020                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2)     7021                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 (2-naphthyl)                        7022                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 (1-naphthyl)                        7023                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)             7024                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dime                                     thyl)                                          7025                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dich                                     loro)                                          7026                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)      7027                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dimethyl                                   7028                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dichloro                                   7029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     O                                              7030                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dimethyl                                  7031                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dichloro                                  7031a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-pyridyl)-                                     2,6-dimethyl                                   7031b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2,                                     6-dimethyl                                     7031c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)2,6                                     -dimethyl                                      7031d                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazolyl                                     )-2,6-dimethyl                                 7032                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 CH.sub.2 Ph                         7033                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 -n-Bu                               7034                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 NHPh                                7035                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               CH                                                                               N  NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub.                                     2)                                             7036                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.su                                     b.3)                                           7037                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 NH(2-naphthyl)                      7038                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 NH(1-naphthyl)                      7039                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)           7040                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     methyl)                                        7041                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dich                                     loro)                                          7042                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N N CH NHSO.sub.2 NHCH.sub.2 Ph                       7043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  N CH                                                                               CH NHSO.sub.2 NH-n-Bu                             7044                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              H  CH                                                                               N CH NHSO.sub.2 NH-i-Bu                             7045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          N CH                                                                               CH NHSO.sub.2 NH-t-Bu                             7046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHCO.sub.2 CH.sub.2 Ph                         7047                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               CH                                                                               N  NHCO.sub.2 n-Bu                                7048                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N N CH NHCO.sub.2 i-Bu                                7049                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHCOPh                                         7050                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHCOCH.sub.2 Ph                                7051                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHCOCH.sub.2 CH.sub.2 Ph                       7052                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHCOCH═CHPh                                7053                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               CH                                                                               N  NHCOn-Bu                                       7054                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 Ph                                  7055                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)       7056                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)       7057                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)       7058                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3)                                     .sub.2                                         7059                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub.                                     3).sub.3                                       7060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 (2-pyridyl)                         7061                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                          CH                                                                               N CH NHSO.sub.2 (3-pyridyl)                         7062                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               CH                                                                               N  NHSO.sub.2 (4-pyridyl)                         7063                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N N CH NHSO.sub.2 (2-thienyl)                         7064                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2  4-(3,5-dimethyl)isoxazolyl!        7065                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2)                                     A                                              7066                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 (2-naphthyl)                        7067                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 (1-naphthyl)                        7068                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)             7069                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph-2,6-dime                                     thyl)                                          7070                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph-2,6-dich                                     loro)                                          7071                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      B                                              7072                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dimethyl                                   7073                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dichloro                                   7074                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)     7075                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dimethyl                                  7076                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dichloro                                  7076a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)-                                     2,6-dimethyl                                   7076b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2,                                     6-dimethyl                                     7076c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2,                                     6-dimethyl                                     7076d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazolyl                                     )-2,6-dimethyl                                 7077                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               CH.sub.3                                                                          CH                                                                               CH                                                                               N  NHSO.sub.2 CH.sub.2 Ph                         7078                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N N CH NHSO.sub.2 -n-Bu                               7079                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 NHPh                                7080                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub.                                     2)                                             7081                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.su                                     b.3)                                           7082                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 NH(2-naphthyl)                      7083                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               CH                                                                               N  NHSO.sub.2 NH(1-naphthyl)                      7084                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N N CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)           7085                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     methyl)                                        7086                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     chloro)                                        7087                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N CH                                                                               CH NHSO.sub.2 NHCH.sub.2 Ph                       7088                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               N CH NHSO.sub.2 NH-n-Bu                             7089                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  CH                                                                               CH                                                                               N  NHSO.sub.2 NH-i-Bu                             7090                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                               H  N N CH NHSO.sub.2 NH-t-Bu                             7091                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   C.sub.2 H.sub.5                                                                   N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7092                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHCO.sub.2 n-Bu                                7093                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHCO.sub.2 i-Bu                                7094                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHCOPh                                         7095                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               CH                                                                               N  NHCOCH.sub.2 Ph                                7096                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N N CH NHCOCH.sub.2 CH.sub.2 Ph                       7097                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHCOCH═CHPh                                7098                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHCOn-Bu                                       7099                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 Ph                                  7100                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)       7101                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)       7102                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)       7103                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3)                                     .sub.2                                         7104                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub.                                     3).sub.3                                       7105                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 (2-pyridyl)                         7106                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 (3-pyridyl)                         7107                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               CH                                                                               N  NHSO.sub.2 (4-pyridyl)                         7108                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                          N N CH NHSO.sub.2 (2-thienyl)                         7109                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2  4-(3,5-dimethyl)isoxazolyl!        7110                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2)     7111                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 (2-naphthyl)                        7112                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 (1-naphthyl)                        7113                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)             7114                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dime                                     thyl)                                          7115                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dich                                     loro)                                          7116                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      2                                              7117                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dimethyl                                   7118                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dichloro                                   7119                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)     7120                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dimethyl                                  7121                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dichloro                                  7121a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)-                                     2,6-dimethyl                                   7121b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2,                                     6-dimethyl                                     7121c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2,                                     6-dimethyl                                     7121d                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazolyl                                     )-2,6-dimethyl                                 7122                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   CH.sub.3                                                                          CH                                                                               N CH NHSO.sub.2 CH.sub.2 Ph                         7123                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 -n-Bu                               7124                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 NHPh                                7125                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               CH                                                                               N  NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub.                                     2)                                             7126                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.su                                     b.3)                                           7127                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 NH(2-naphthyl)                      7128                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 NH(1-naphthyl)                      7129                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)           7130                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     methyl)                                        7131                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               CH                                                                               N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     chloro)                                        7132                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N N CH NHSO.sub.2 NHCH.sub.2 Ph                       7133                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 NH-n-Bu                             7134                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  CH                                                                               N CH NHSO.sub.2 NH-i-Bu                             7135                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                   H  N CH                                                                               CH NHSO.sub.2 NH-t-Bu                             7136                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHCO.sub.2 CH.sub.2 Ph                         7137                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHCO.sub.2 n-Bu                                7138                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N N CH NHCO.sub.2 i-Bu                                7139                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHCOPh                                         7140                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHCOCH.sub.2 Ph                                7141                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHCOCH.sub.2 CH.sub.2 Ph                       7142                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            CH.sub.3                                                                          CH                                                                               N CH NHCOCH═CHPh                                7143                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHCOn-Bu                                       7144                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 Ph                                  7145                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)       7146                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)       7147                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)       7148                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3)                                     .sub.2                                         7149                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub.                                     3).sub.3                                       7150                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 (2-pyridyl)                         7151                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 (3-pyridyl)                         7152                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHSO.sub.2 (4-pyridyl)                         7153                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N N CH NHSO.sub.2 (2-thienyl)                         7154                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2  4-(3,5-dimethyl)isoxazolyl!        7155                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2)     7156                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 (2-naphthyl)                        7157                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 (1-naphthyl)                        7158                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)             7159                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dime                                     thyl)                                          7160                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dich                                     loro)                                          7161                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      N                                              7162                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dimethyl                                   7163                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dichloro                                   7164                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)     7165                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dimethyl                                  7166                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dichloro                                  7166a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)-                                     2,6-dimethyl                                   7166b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2,                                     6-dimethyl                                     7166c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2,                                     6-dimethyl                                     7166d                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazolyl                                     )-2,6-dimethyl                                 7167                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHSO.sub.2 CH.sub.2 Ph                         7168                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N N CH NHSO.sub.2 -n-Bu                               7169                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            Br N CH                                                                               CH NHSO.sub.2 NHPh                                7170                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub.                                     2)                                             7171                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.su                                     b.3)                                           7172                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 NH(2-naphthyl)                      7173                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHSO.sub.2 NH(1-naphthyl)                      7174                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N N CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)           7175                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     methyl)                                        7176                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     chloro)                                        7177                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N CH                                                                               CH NHSO.sub.2 NHCH.sub.2 Ph                       7178                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               N CH NHSO.sub.2 NH-n-Bu                             7179                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  CH                                                                               CH                                                                               N  NHSO.sub.2 NH-i-Bu                             7180                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                            H  N N CH NHSO.sub.2 NH-t-Bu                             7181                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7182                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHCO.sub.2 n-Bu                                7183                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHCO.sub.2 i-Bu                                7184                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHCOPh                                         7185                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               CH                                                                               N  NHCOCH.sub.2 Ph                                7186                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N N CH NHCOCH.sub.2 CH.sub.2 Ph                       7187                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHCOCH═CHPh                                7188                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                          CH                                                                               N CH NHCOn-Bu                                       7189                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 Ph                                  7190                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)       7191                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)       7192                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)       7193                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3)                                     .sub.2                                         7194                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub.                                     3).sub.3                                       7195                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 (2-pyridyl)                         7196                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 (3-pyridyl)                         7197                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               CH                                                                               N  NHSO.sub.2 (4-pyridyl)                         7198                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N N CH NHSO.sub.2 (2-thienyl)                         7199                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2  4-(3,5-dimethyl)isoxazolyl!        7200                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2)                                     1                                              7201                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 (2-naphthyl)                        7202                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 (1-naphthyl)                        7203                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)             7204                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dime                                     thyl)                                          7205                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dich                                     loro)                                          7206                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      5                                              7207                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dimethyl                                   7208                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dichloro                                   7209                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)     7210                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dimethyl                                  7211                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dichloro                                  7211a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)-                                     2,6-dimethyl                                   7211b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2,                                     6-dimethyl                                     7211c                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2,                                     6-dimethyl                                     7211d                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazolyl                                     )-2,6-dimethyl                                 7212                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          CH.sub.3                                                                          CH                                                                               N CH NHSO.sub.2 CH.sub.2 Ph                         7213                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 -n-Bu                               7214                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 NHPh                                7215                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               CH                                                                               N  NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub.                                     2)                                             7216                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.su                                     b.3)                                           7217                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 NH(2-naphthyl)                      7218                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 NH(1-naphthyl)                      7219                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)           7220                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     methyl)                                        7221                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               CH                                                                               N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     chloro)                                        7222                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N N CH NHSO.sub.2 NHCH.sub.2 Ph                       7223                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 NH-n-Bu                             7224                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  CH                                                                               N CH NHSO.sub.2 NH-i-Bu                             7225                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                          H  N CH                                                                               CH NHSO.sub.2 NH-t-Bu                             7226                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 CH.sub.2 Ph                         7227                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHCO.sub.2 n-Bu                                7228                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N N CH NHCO.sub.2 i-Bu                                7229                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHCOPh                                         7230                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHCOCH.sub.2 Ph                                7231                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHCOCH.sub.2 CH.sub.2 Ph                       7232                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHCOCH═CHPh                                7233                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHCOn-Bu                                       7234                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 Ph                                  7235                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)       7236                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)       7237                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N N CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)       7238                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3)                                     .sub.2                                         7239                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub.                                     3).sub.3                                       7240                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 (2-pyridyl)                         7241                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 (3-pyridyl)                         7242                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHSO.sub.2 (4-pyridyl)                         7243                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N N CH NHSO.sub.2 (2-thienyl)                         7244                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             CH.sub.3                                                                          N CH                                                                               CH NHSO.sub.2  4-(3,5-dimethyl)isoxazolyl!        7245                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2)                                     M                                              7246                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 (2-naphthyl)                        7247                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 (1-naphthyl)                        7248                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)             7249                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dime                                     thyl)                                          7250                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-dich                                     loro)                                          7251                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      O                                              7252                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dimethyl                                   7253                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)-                                     2,6-dichloro                                   7254                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     3                                              7255                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dimethyl                                  7256                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl)                                     -2,6-dichloro                                  7256a                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)-                                     2,6-dimethyl                                   7256b                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2,                                     6-dimethyl                                     7256c                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2,                                     6-dimethyl                                     7256d                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazolyl                                     )-2,6-dimethyl                                 7257                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHSO.sub.2 CH.sub.2 Ph                         7258                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N N CH NHSO.sub.2 -n-Bu                               7259                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 NHPh                                7260                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub.                                     2)                                             7261                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.su                                     b.3)                                           7262                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 NH(2-naphthyl)                      7263                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHSO.sub.2 NH(1-naphthyl)                      7264                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N N CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)           7265                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     methyl)                                        7266                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-di                                     chloro)                                        7267                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N CH                                                                               CH NHSO.sub.2 NHCH.sub.2 Ph                       7268                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               N CH NHSO.sub.2 NH-n-Bu                             7269                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  CH                                                                               CH                                                                               N  NHSO.sub.2 NH-i-Bu                             7270                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                             H  N N CH NHSO.sub.2 NH-t-Bu                             7271                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                         H  N CH                                                                               CH NHSO.sub.2 -(1-naphthyl)                       7272                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                         H  N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7273                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                         H  N CH                                                                               CH NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub.                                     3)                                             7274                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                          H  N CH                                                                               CH NHSO.sub.2 -(1-naphthyl)                       7275                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                          H  N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7276                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                          H  N CH                                                                               CH NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub.                                     3)                                             7277                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                       H  N CH                                                                               CH NHSO.sub.2 -(1-naphthyl)                       7278                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                       H  N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7279                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)-CH.sub.2                                       H  N CH                                                                               CH NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub.                                     3)                                             7280                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)-CH.sub.2                                                H  N CH                                                                               CH NHSO.sub.2 -(1-naphthyl)                       7281                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)-CH.sub.2                                                H  N CH                                                                               CH NHCO.sub.2 CH.sub.2 Ph                         7282                                                                               imidazolin-2-ylamino-(o-C.sub.6 H.sub.4)-CH.sub.2                                                H  N CH                                                                               CH NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub.                                     3)                                             __________________________________________________________________________

                                      TABLE 8                                      __________________________________________________________________________      ##STR66##                                                                     Ex.                                                                            No. R.sup.1          R.sup.9                                                                           X.sup.1                                                                           X.sup.3                                                                           X.sup.4                                                                           R.sup.15     MS                               __________________________________________________________________________     8001                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8002                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH N  CH NHCO.sub.2 n-Bu                               8003                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHCO.sub.2 i-Bu                               8004                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          N  CH CH NHCOPh                                        8005                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHCOCH.sub.2 Ph                               8006                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          N  N  CH NHCOCH.sub.2 CH.sub.2 Ph                      8007                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHCOCHCHPh                                    8008                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH N  CH NHCOn-Bu                                      8009                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 Ph                                 8010                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)      8011                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)      8012                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  N  CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)      8013                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3                                      ).sub.2                                       8014                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub                                      .3).sub.3                                     8015                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-pyridyl)                        8016                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  CH CH NHSO.sub.2 (3-pyridyl)                        8017                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 (4-pyridyl)                        8018                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  N  CH NHSO.sub.2 (2-thienyl)                        8019                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                          8020                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2                                      )                                             8021                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-naphthyl)                       8022                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 (1-naphthyl)                       8023                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)            8024                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dimethyl)                                     8025                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dichloro)                                     8026                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      J                                             8027                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dimethyl                                  8028                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dichloro                                  8029                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )                                             8030                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dimethyl                                  8031                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dichloro                                  8031a                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)                                      -                                                                              2,6-dimethyl                                  8031b                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2                                      ,6-                                                                            dimethyl                                      8031c                                                                              imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2                                      ,6-                                                                            dimethyl                                      8031d                                                                              imidazol-2-ylamino-(CH.sub.2)3                                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazoly                                      l)-                                                                            2,6-dimethyl                                  8032                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH N  CH NHSO.sub.2 CH.sub.2 Ph                        8033                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 -n-Bu                              8034                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  CH CH NHSO.sub.2 NHPh                               8035                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub                                      .2)                                           8036                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  N  CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.s                                      ub.3)                                         8037                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 NH(2-naphthyl)                     8038                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH N  CH NHSO.sub.2 NH(1-naphthyl)                     8039                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)          8040                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  CH CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dimethyl)                                     8041                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dichloro)                                     8042                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  N  N  CH NHSO.sub.2 NHCH.sub.2 Ph                      8043                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH CH N  NHSO.sub.2 NH-n-Bu                            8044                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             H  CH N  CH NHSO.sub.2 NH-i-Bu                            8045                                                                               imidazol-2-ylamino-(CH.sub.2).sub.3                                                             CH.sub.3                                                                          CH CH N  NHSO.sub.2 NH-t-Bu                            8046                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  CH CH NHCO.sub.2 CH.sub.2 Ph                        8047                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHCO.sub.2 n-Bu                               8048                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  N  CH NHCO.sub.2 i-Bu                               8049                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHCOPh                                        8050                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH N  CH NHCOCH.sub.2 Ph                               8051                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHCOCH.sub.2 CH.sub.2 Ph                      8052                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          N  CH CH NHCOCHCHPh                                    8053                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHCOn-Bu                                      8054                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 Ph                                 8055                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)      8056                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)      8057                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  N  CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)      8058                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3                                      ).sub.2                                       8059                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub                                      .3).sub.3                                     8060                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-pyridyl)                        8061                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  CH CH NHSO.sub.2 (3-pyridyl)                        8062                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 (4-pyridyl)                        8063                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  N  CH NHSO.sub.2 (2-thienyl)                        8064                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                          8065                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2                                      )                                             8066                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-naphthyl)                       8067                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 (1-naphthyl)                       8068                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)            8069                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dimethyl)                                     8070                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dichloro)                                     8071                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      N                                             8072                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dimethyl                                  8073                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dichloro                                  8074                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )                                             8075                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dimethyl                                  8076                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dichloro                                  8076a                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)                                      -                                                                              2,6-dimethyl                                  8076b                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2                                      ,6-                                                                            dimethyl                                      8076c                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2                                      ,6-                                                                            dimethyl                                      8076d                                                                              pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazoly                                      l)-                                                                            2,6-dimethyl                                  8077                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 CH.sub.2 Ph                        8078                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  N  CH NHSO.sub.2 -n-Bu                              8079                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 NHPh                               8080                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH N  CH NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub                                      .2)                                           8081                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.s                                      ub.3)                                         8082                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  CH CH NHSO.sub.2 NH(2-naphthyl)                     8083                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH CH N  NHSO.sub.2 NH(1-naphthyl)                     8084                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  N  CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)          8085                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dimethyl)                                     8086                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          CH N  CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dichloro)                                     8087                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 NHCH.sub.2 Ph                      8088                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  N  CH CH NHSO.sub.2 NH-n-Bu                            8089                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              H  CH CH N  NHSO.sub.2 NH-i-Bu                            8090                                                                               pyridin-2-ylamino-(CH.sub.2).sub.3                                                              CH.sub.3                                                                          N  N  CH NHSO.sub.2 NH-t-Bu                            8091                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8092                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH N  CH NHCO.sub.2 n-Bu                               8093                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHCO.sub.2 i-Bu                               8094                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          N  CH CH NHCOPh                                        8095                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHCOCH.sub.2 Ph                               8096                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          N  N  CH NHCOCH.sub.2 CH.sub.2 Ph                      8097                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHCOCHCHPh                                    8098                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH N  CH NHCOn-Bu                                      8099                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 Ph                                 8100                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)      8101                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)      8102                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  N  CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)      8103                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3                                      ).sub.2                                       8104                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub                                      .3).sub.3                                     8105                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-pyridyl)                        8106                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  CH CH NHSO.sub.2 (3-pyridyl)                        8107                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 (4-pyridyl)                        8108                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  N  CH NHSO.sub.2 (2-thienyl)                        8109                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                          8110                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2                                      )                                             8111                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-naphthyl)                       8112                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 (1-naphthyl)                       8113                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)            8114                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dimethyl)                                     8115                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dichloro)                                     8116                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      1                                             8117                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dimethyl                                  8118                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dichloro                                  8119                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )                                             8120                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dimethyl                                  8121                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dichloro                                  8121a                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)                                      -                                                                              2,6-dimethyl                                  8121b                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2                                      ,6-                                                                            dimethyl                                      8121c                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2                                      ,6-                                                                            dimethyl                                      8121d                                                                              tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazoly                                      l)-                                                                            2,6-dimethyl                                  8122                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH N  CH NHSO.sub.2 CH.sub.2 Ph                        8123                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 -n-Bu                              8124                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  CH CH NHSO.sub.2 NHPh                               8125                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub                                      .2)                                           8126                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  N  CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.s                                      ub.3)                                         8127                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 NH(2-naphthyl)                     8128                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH N  CH NHSO.sub.2 NH(1-naphthyl)                     8129                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)          8130                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  CH CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dimethyl)                                     8131                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dichloro)                                     8132                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  N  N  CH NHSO.sub.2 NHCH.sub.2 Ph                      8133                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH CH N  NHSO.sub.2 NH-n-Bu                            8134                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  H  CH N  CH NHSO.sub.2 NH-i-Bu                            8135                                                                               tetrahydropyrimidin-2-ylamino-(CH.sub.2).sub.3                                                  CH.sub.3                                                                          CH CH N  NHSO.sub.2 NH-t-Bu                            8136                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  CH CH NHCO.sub.2 CH.sub.2 Ph                        8137                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHCO.sub.2 n-Bu                               8138                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  N  CH NHCO.sub.2 i-Bu                               8139                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHCOPh                                        8140                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH N  CH NHCOCH.sub.2 Ph                               8141                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHCOCH.sub.2 CH.sub.2 Ph                      8142                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          N  CH CH NHCOCHCHPh                                    8143                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHCOn-Bu                                      8144                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 Ph                                 8145                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)      8146                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)      8147                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  N  CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)      8148                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3                                      ).sub.2                                       8149                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub                                      .3).sub.3                                     8150                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-pyridyl)                        8151                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  CH CH NHSO.sub.2 (3-pyridyl)                        8152                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 (4-pyridyl)                        8153                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  N  CH NHSO.sub.2 (2-thienyl)                        8154                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                          8155                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2                                      )                                             8156                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-naphthyl)                       8157                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 (1-naphthyl)                       8158                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)            8159                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dimethyl)                                     8160                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dichloro)                                     8161                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      1                                             8162                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dimethyl                                  8163                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dichloro                                  8164                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )                                             8165                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dimethyl                                  8166                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dichloro                                  8166a                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)                                      -                                                                              2,6-dimethyl                                  8166b                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2                                      ,6-                                                                            dimethyl                                      8166c                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2                                      ,6-                                                                            dimethyl                                      8166d                                                                              imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazoly                                      l)-                                                                            2,6-dimethyl                                  8167                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 CH.sub.2 Ph                        8168                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  N  CH NHSO.sub.2 -n-Bu                              8169                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 NHPh                               8170                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH N  CH NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub                                      .2)                                           8171                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.s                                      ub.3)                                         8172                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  CH CH NHSO.sub.2 NH(2-naphthyl)                     8173                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH CH N  NHSO.sub.2 NH(1-naphthyl)                     8174                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  N  CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)          8175                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dimethyl)                                     8176                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          CH N  CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dichloro)                                     8177                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 NHCH.sub.2 Ph                      8178                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  N  CH CH NHSO.sub.2 NH-n-Bu                            8179                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           H  CH CH N  NHSO.sub.2 NH-i-Bu                            8180                                                                               imidazolin-2-ylamino-(CH.sub.2).sub.3                                                           CH.sub.3                                                                          N  N  CH NHSO.sub.2 NH-t-Bu                            8181                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8182                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH N  CH NHCO.sub.2 n-Bu                               8183                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHCO.sub.2 i-Bu                               8184                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          N  CH CH NHCOPh                                        8185                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHCOCH.sub.2 Ph                               8186                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          N  N  CH NHCOCH.sub.2 CH.sub.2 Ph                      8187                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHCOCHCHPh                                    8188                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH N  CH NHCOn-Bu                                      8189                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 Ph                                 8190                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)      8191                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)      8192                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  N  CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)      8193                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3                                      ).sub.2                                       8194                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub                                      .3).sub.3                                     8195                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-pyridyl)                        8196                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  CH CH NHSO.sub.2 (3-pyridyl)                        8197                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 (4-pyridyl)                        8198                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  N  CH NHSO.sub.2 (2-thienyl)                        8199                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                          8200                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2                                      )                                             8201                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-naphthyl)                       8202                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 (1-naphthyl)                       8203                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)            8204                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dimethyl)                                     8205                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dichloro)                                     8206                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      r                                             8207                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dimethyl                                  8208                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dichloro                                  8209                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )                                             8210                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dimethyl                                  8211                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dichloro                                  8211a                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)                                      -                                                                              2,6-dimethyl                                  8211b                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2                                      ,6-                                                                            dimethyl                                      8211c                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2                                      ,6-                                                                            dimethyl                                      8211d                                                                              benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazoly                                      l)-                                                                            2,6-dimethyl                                  8212                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH N  CH NHSO.sub.2 CH.sub.2 Ph                        8213                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 -n-Bu                              8214                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  CH CH NHSO.sub.2 NHPh                               8215                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub                                      .2)                                           8216                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  N  CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.s                                      ub.3)                                         8217                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 NH(2-naphthyl)                     8218                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH N  CH NHSO.sub.2 NH(1-naphthyl)                     8219                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)          8220                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  CH CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dimethyl)                                     8221                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dichloro)                                     8222                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  N  N  CH NHSO.sub.2 NHCH.sub.2 Ph                      8223                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH CH N  NHSO.sub.2 NH-n-Bu                            8224                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         H  CH N  CH NHSO.sub.2 NH-i-Bu                            8225                                                                               benzimidazol-2-ylamino-(CH.sub.2).sub.3                                                         CH.sub.3                                                                          CH CH N  NHSO.sub.2 NH-t-Bu                            8226                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  CH CH NHCO.sub.2 CH.sub.2 Ph                        8227                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHCO.sub.2 n-Bu                               8228                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  N  CH NHCO.sub.2 i-Bu                               8229                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHCOPh                                        8230                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH N  CH NHCOCH.sub.2 Ph                               8231                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHCOCH.sub.2 CH.sub.2 Ph                      8232                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          N  CH CH NHCOCHCHPh                                    8233                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHCOn-Bu                                      8234                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 Ph                                 8235                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -(2-CH.sub.3)      8236                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(3-CH.sub.3)      8237                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  N  CH NHSO.sub.2 C.sub.6 H.sub.4 -(4-CH.sub.3)      8238                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-CH.sub.3                                      ).sub.2                                       8239                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-CH.sub                                      .3).sub.3                                     8240                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-pyridyl)                        8241                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  CH CH NHSO.sub.2 (3-pyridyl)                        8242                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 (4-pyridyl)                        8243                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  N  CH NHSO.sub.2 (2-thienyl)                        8244                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2  4-(3,5-                                                            dimethyl)isoxazolyl!                          8245                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.3 -(2,6-Cl.sub.2                                      )                                             8246                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 (2-naphthyl)                       8247                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 (1-naphthyl)                       8248                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -(4-Ph)            8249                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dimethyl)                                     8250                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(4-Ph-2,6-                                         dichloro)                                     8251                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      O                                             8252                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dimethyl                                  8253                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  CH CH NHSO.sub.2 C.sub.6 H.sub.4 -4-(4-pyridyl)                                      -                                                                              2,6-dichloro                                  8254                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )                                             8255                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dimethyl                                  8256                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-oxazolyl                                      )-                                                                             2,6-dichloro                                  8256a                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-pyridyl)                                      -                                                                              2,6-dimethyl                                  8256b                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(2-furyl)-2                                      ,6-                                                                            dimethyl                                      8256c                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(3-furyl)-2                                      ,6-                                                                            dimethyl                                      8256d                                                                              2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 C.sub.6 H.sub.4 -4-(5-pyrazoly                                      l)-                                                                            2,6-dimethyl                                  8257                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 CH.sub.2 Ph                        8258                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  N  CH NHSO.sub.2 -n-Bu                              8259                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 NHPh                               8260                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH N  CH NHSO.sub.2 NHC.sub.6 H.sub.3 -(2,6-Me.sub                                      .2)                                           8261                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(2,4,6-Me.s                                      ub.3)                                         8262                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  CH CH NHSO.sub.2 NH(2-naphthyl)                     8263                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH CH N  NHSO.sub.2 NH(1-naphthyl)                     8264                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  N  CH NHSO.sub.2 NHC.sub.6 H.sub.4 -(4-Ph)          8265                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dimethyl)                                     8266                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          CH N  CH NHSO.sub.2 NHC.sub.6 H.sub.2 -(4-Ph-2,6-                                       dichloro)                                     8267                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 NHCH.sub.2 Ph                      8268                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  N  CH CH NHSO.sub.2 NH-n-Bu                            8269                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            H  CH CH N  NHSO.sub.2 NH-i-Bu                            8270                                                                               2-aminopyridin-6-yl-(CH.sub.2).sub.2                                                            CH.sub.3                                                                          N  N  CH NHSO.sub.2 NH-t-Bu                            8271                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H  CH CH N  NHSO.sub.2 -(1-naphthyl)                      8272                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8273                                                                               imidazol-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                 H  CH CH N  NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub                                      .3)                                           8274                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H  CH CH N  NHSO.sub.2 -(1-naphthyl)                      8275                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8276                                                                               pyridin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                                  H  CH CH N  NHSO.sub.2 C.sub.6 H.sub.2 -(2,4,6-Me.sub                                      .3)                                           8277                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H  CH CH N  NHSO.sub.2 -(1-naphthyl)                      8278                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8279                                                                               imidazolin-2-ylamino-CH.sub.2 (o-C.sub.6 H.sub.4)                                               H  CH CH N  NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub                                      .3)                                           8280                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H  CH CH N  NHSO.sub.2 -(1-naphthyl)                      8281                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H  CH CH N  NHCO.sub.2 CH.sub.2 Ph                        8282                                                                               imidazolin-2-ylamino-(m-C.sub.6 H.sub.4)                                                        H  CH CH N  NHSO.sub.2 C.sub.6 C.sub.2 -(2,4,6-Me.sub                                      .3)                                           __________________________________________________________________________ 

What is claimed is:
 1. A compound of Formula Ia: ##STR67## and pharmaceutically acceptable salt forms thereof, wherein: X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;R¹ is selected from: ##STR68## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--; A¹ and B¹ are independently --CH₂ -- or --N(R³)--; D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --; E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --; J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--; R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl; (C₁ -C₆ alkyl)aminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)darbonyl-, arylcarbonyl, C₁ -C₆ alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro; R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl (C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, arylcarbonyl, oralternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ; U is selected from:--(CH₂)_(n) --, --(CH₂)_(n) (CR⁷ ═CR⁸) (CH₂)_(m) --, --(CH₂)_(n) (C.tbd.C) (CH₂)_(m) --, --(CH₂)_(t) Q(CH₂)_(m) --, --(CH₂)_(n) O(CH₂)_(m) --, --CH₂)_(n) N(R⁶)(CH₂)_(m) --, --(CH₂)_(n) C(═O)(CH₂)_(m) --, --(CH₂)_(n) (C═O)N(R⁶)(CH₂)_(m--) --(CH₂)_(n) N(R⁶)(C═O)(CH₂)_(m) --, or --(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;wherein one or more of the methylene groups in U is optionally substituted with R⁷ ; Q is selected from 1,2-cycloalkylene, 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, 2,4-pyridinylene, or 3,4-pyridazinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-; R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, N(R⁶)₂, halogen, NO₂, CN, CF₃, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₁ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is selected from:--(C(R¹²)₂)_(q) C(═O)N(R¹³)--, or C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --; X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; oralternatively, W and X can be taken together to be ##STR69## R¹² is selected from H, halogen, C₁ -C₆ alkyl, C₂ -C₆ alkenyl, C₂ -C₆ alkynyl, C₃ -C₇ cycloalkyl, C₄ -C₁₀ cycloalkylalkyl, (C₁ -C₄ alkyl)carbonyl, aryl, or aryl(C₁ -C₆ alkyl)-; R¹³ is selected from H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-; R¹⁴ is selected from:H, C₁ -C₆ alkylthio(C₁ -C₆ alkyl)-, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ; R¹⁵ is selected from:H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, (C₁ -C₁₀ alkyl)carbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₁ -C₁₀ alkenyl, C₁ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ; Y is selected from:--COR¹⁹, --SO₃ H, --PO₃ H, tetrazolyl, --CONHNHSO₂ CF₃, --CONHSO₂ R¹⁷, --CONHSO₂ NHR¹⁷, --NHCOCF₃, --NHCONHSO₂ R¹⁷, --NHSO₂ R¹⁷, --OP)₃ H₂, --OSO₃ H, --PO₃ H₂, --SO₃ H, --SO₂ NHCOR¹⁷, --SO₂ NHCO₂ R¹⁷, ##STR70## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R--R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁸ is selected from:H, --C(═O)--O--R¹⁷, --C(═O)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ; R¹⁹ is selected from: hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, aryloxy, aryl(C₁ -C₆ alkoxy)-, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-; R²⁰ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl (C₁ -C₆ alkyl)-; R²¹ is selected from: COOH or NR⁶ ₂ ; m is 0-4; n is 0-4; t is 0-4; p is 0-2; q is 0-2; and r is 0-2;with the following provisos: (1) t, n, m and q are chosen such that the number of atoms connecting R¹ and Y is in the range of 10-14; and (2) n and m are chosen such that the value of n plus m is greater than one unless U is --(CH₂)_(t) Q(CH₂)_(m) --.
 2. A compound of claim 1 of the Formula Ia: ##STR71## and pharmaceutically acceptable salt forms thereof, wherein: X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;R¹ is selected from: ##STR72## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--; A¹ and B¹ are independently --CH₂ -- or --N(R³)--; D is --N(R²)--, --O--, --S--, --C(═)-- or --SO₂ --; E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --; J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--; R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, C₁ -C₆ alkylaminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro; R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl (C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, C₂ -C₇ alkylcarbonyl, arylcarbonyl oralternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ; U is selected from:--(CH₂)_(n) --, --(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) --, --(CH₂)_(t) Q(CH₂)_(m) --, --(CH₂)_(n) O(CH₂)_(m) --, --(CH₂)_(n) N(R⁶)(CH₂)_(m) --, --(CH₂)_(n) C(═O)(CH₂)_(m) --, or --(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;wherein one or more of the methylene groups in U is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₁ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-; R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, N(R⁶)₂, halogen, NO₂, CN, CF₃, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from: H, halogen, CF₃, CN, NO₂ , hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--(C(R¹²)₂)₂)_(q) --; X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--;alternatively, W and X can be taken together to be ##STR73## R¹² is H or C₁ -C₆ alkyl; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-; R¹⁴ is selected from:H, C₁ -C₆ alkylthioalkyl, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ; R¹⁵ is selected from:H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, C₁ -C₁₀ alkylcarbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷ or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be substituted independently with 0-2 R¹¹ ; Y is selected from: ##STR74## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,--N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁸ is selected from:H, --C(═O)--O--R¹⁷, --C(═O)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ; R¹⁹ is selected from: hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, C₆ -C₁₀ aryloxy, C₇ -C₁₁ aralkyloxy, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₀ -C₁₀ alkoxy)-; R²⁰ selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0-4; n is 0-4; p is 0-2; q is 0-2; t is 0-4; and r is 0-2.
 3. A compound of claim 1 of the Formula IIa or IIb: ##STR75## and pharmaceutically acceptable salt forms thereof wherein: X₁ and X₃ are independently selected from nitrogen or carbon;R¹ is selected from: ##STR76## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl; U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl); R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, halogen, CO₂ R¹⁷, CONR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹ aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--; X is --CH(R¹⁴)--CH(R¹⁵)--; R¹³ is H or CH₃ ; R¹⁴ is selected from:H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁵ is H or R¹⁶ ; Y is --COR¹⁹ ; R¹⁶ is selected from:--NH(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --N(R²⁰)R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁹ is selected from:hydroxy, C₁ -C₁₀ alkoxy, methylcarbonyloxymethoxy-, ethylcarbonyloxymethoxy-, t-butylcarbonyloxymethoxy-, cyclohexylcarbonyloxymethoxy-, 1-(methylcarbonyloxy)ethoxy-, 1-(ethylcarbonyloxy)ethoxy-, 1-(t-butylcarbonyloxy)ethoxy-, 1-(cyclohexylcarbonyloxy)ethoxy-, i-propyloxycarbonyloxymethoxy-, t-butyloxycarbonyloxymethoxy-, 1-(i-propyloxycarbonyloxy)ethoxy-, 1-(cyclohexyloxycarbonyloxy)ethoxy-, 1-(t-butyloxycarbonyloxy)ethoxy-, dimethylaminoethoxy-, diethylaminoethoxy-, (5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or 1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-; R²⁰ is H or CH₃ ; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0 or 1; n is 1-4; and t is 0 or
 1. 4. A compound of claim 1 of the Formula IIa or IIb: ##STR77## and pharmaceutically acceptable salt forms thereof wherein: X₁ and X₃ are independently selected from nitrogen or carbon, provided that at least one of X₁ and X₃ is carbon;R¹ is selected from: ##STR78## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl; U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1), wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3 4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl); R¹⁰ is selected from: H, C₁ -C₄ alkoxy substituted with 0-1 R²¹, halogen, CO₂ R¹⁷, CONR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹ aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--; W is --C(═O)--N(R¹³)--; X is --CH(R¹⁴)--CH(R¹⁵)--; R¹³ is H or CH₃ ; R¹⁴ is selected from:H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁵ is H or R¹⁶ ; Y is --COR¹⁹ ; R¹⁶ is selected from:--N(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁹ is selected from:hydroxy, C₁ -C₁₀ alkoxy, methylcarbonyloxymethoxy-, ethylcarbonyloxymethoxy-, t-butylcarbonyloxymethoxy-, cyclohexylcarbonyloxymethoxy-, 1-(methylcarbonyloxy)ethoxy-, 1-(ethylcarbonyloxy)ethoxy-, 1-(t-butylcarbonyloxy)ethoxy-, 1-(cyclohexylcarbonyloxy)ethoxy-, i-propyloxycarbonyloxymethoxy-, t-butyloxycarbonyloxymethoxy-, 1-(i-propyloxycarbonyloxy)ethoxy-, 1-(cyclohexyloxycarbonyloxy)ethoxy-, 1-(t-butyloxycarbonyloxy)ethoxy-, dimethylaminoethoxy-, diethylaminoethoxy-, (5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or 1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-; R²⁰ is H or CH₃ ; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0 or 1; n is 1-4; and t is 0 or
 1. 5. A compound of claim 1 of Formula Ia and enantiomeric or diasteriomeric forms thereof, and mixtures of enantiomeric or diasteriomeric forms thereof, and pharmaceutically acceptable salt forms thereof, selected from the group consisting of:3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-5-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazolin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3-1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3-1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3-1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(imidazol-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, and 3- 1- 3-(pyridin-2-ylamino)propyl!indazol-4-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid; and ester forms thereof, said ester being selected from the group consisting of:methyl, ethyl, isopropyl, n-butyl, isobutyl, benzyl, methylcarbonyloxymethyl, ethylcarbonyloxymethyl, tert-butylcarbonyloxymethyl, cyclohexylcarbonyloxymethyl, tert-butyloxycarbonyloxymethyl, dimethylaminoethyl, diethylaminoethyl, morpholinoethyl, pyrrolidinoethyl, and trimethylammonioethyl.
 6. A compound of Formula Ib: ##STR79## and pharmaceutically acceptable salt forms thereof, wherein: X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;R¹ is selected from: ##STR80## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--; A¹ and B¹ are independently --CH₂ -- or --N(R³)--; D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --; E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --; J, K, L and M are independently selected from: --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--; R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl; (C₁ -C₆ alkyl)aminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, or arylcarbonyl, C₁ -C₆ alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro; R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₁ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, arylcarbonyl, oralternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ; U is selected from:--(CH₂)_(n) --, --(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) -- --(CH₂)_(n) (C.tbd.C)(CH₂)_(m) -- --(CH₂)_(t) Q(CH₂)_(m) -- --(CH₂)_(n) O(CH₂)_(m) --, --(CH₂)_(n) N(R⁶)(CH₂)_(m) --, --(CH₂)_(n) C(═O)(CH₂)_(m) --, --(CH₂)_(n) (C═O)N(R⁶)(CH₂)_(m) -- --(CH₂)_(n) N(R⁶)(C═O)(CH₂)_(m) --, or --(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from: 1,2-cycloalkylene, 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, 2,4-pyridinylene, or 3,4-pyridazinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-; R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, N)₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is selected from: --(C(R¹²)₂)_(q) C(═O)N(R¹³)--, or --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --; X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; oralternatively, W and X can be taken together to be ##STR81## R¹² is selected from: H, halogen, C₁ -C₆ alkyl, C₂ -C₆ alkenyl, C₂ -C₆ alkynyl, C₃ -C₇ cycloalkyl, C₄ -C₁₀ cycloalkylalkyl, (C₁ -C₄ alkyl)carbonyl, aryl, or aryl(C₁ -C₆ alkyl)-; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-; R¹⁴ is selected from:H, C₁ -C₆ alkylthio(C₁ -C₆ alkyl)-, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ; R¹⁵ is selected from:H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, (C₁ -C₁₀ alkyl)carbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₁ -C₁₀ alkenyl, C₁ -C₁₀ alkynyl ,C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷ C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ; Y is selected from:--COR¹⁹, --SO₃ H, --PO₃ H, tetrazolyl, --CONHNHSO₂ CF₃, --CONHSO₂ R¹⁷, --CONHSO₂ NHR¹⁷, --NHCOCF₃, --NHCONHSO₂ R¹⁷, --NHSO₂ R¹⁷, --OPO₃ H₂, --OSO₃ H, --PO₃ H₂, --SO₃ H, --SO₂ NHCOR¹⁷, --SO₂ NHCO₂ R¹⁷ ##STR82## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁸ is selected from:H, --C(═O)--O--R¹⁷, --C(═0)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ; R¹⁹ is selected from hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, aryloxy, aryl(C₁ -C₆ alkoxy)-, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-; R²⁰ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0-4; n is 0-4; t is 0-4; p is 0-2; q is 0-2; and r is 0-2;with the following provisos: (1) t, n, m and q are chosen such that the number of atoms connecting R¹ and Y is in the range of 10-14; and (2) n and m are chosen such that the value of n plus m is greater than one unless U is --(CH₂)_(t) Q(CH₂)_(m) --.
 7. A compound of claim 6 of Formula Ib: ##STR83## and pharmaceutically acceptable salt forms thereof, wherein: X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;R¹ is selected from: ##STR84## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--; A¹ and B¹ are independently --CH₂ -- or --N(R³)--; D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --; E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --; J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--; R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, C₁ -C₆ alkylaminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro; R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, C₂ -C₇ alkylcarbonyl, arylcarbonyl oralternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ; U is selected from:--(CH₂)_(n) --, --(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) -- --(CH₂)_(t) Q(CH₂)_(m) --, --(CH₂)_(n) O(CH₂)_(m) --, --(CH₂)_(n) N(R⁶)(CH₂)_(m) --, --(CH₂)_(n) C(═O)(CH₂)_(m) --, or --(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₁ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-; R⁹ is selected from: H, CO₂ R¹⁷ C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --; X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--;alternatively, W and X can be taken together to be ##STR85## R¹² is H or C₁ -C₆ alkyl; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-; R¹⁴ is selected from:H, C₁ -C₆ alkylthioalkyl, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ; R¹⁵ is selected from:H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, C₁ -C₁₀ alkylcarbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ; Y is selected from: ##STR86## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,--N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁸ is selected from:H, --C(═O)--O--R¹⁷, --C(═O)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ; R¹⁹ is selected from hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, C₆ -C₁₀ aryloxy, C₇ -C₁₁ aralkyloxy, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N-(C₁ -C₁₀ alkoxy)-; R²⁰ selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0-4; n is 0-4; t is 0-4; p is 0-2; q is 0-2; and r is 0-2.
 8. A compound of claim 6 of the Formula IIc or IId: ##STR87## and pharmaceutically acceptable salt forms thereof, wherein: X₁ and X₃ are independently selected from nitrogen or carbon;R¹ is selected from: ##STR88## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl; U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ .C₆ alkyl); R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from: H, halogen, CF₃, CN, NO₂ , hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--; X is --CH(R¹⁴)--CH(R¹⁵)--; R¹³ is H or CH₃ ; R¹⁴ is selected from:H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁵ is H or R¹⁶ ; Y is --COR¹⁹ ; R¹⁶ is selected from:--NH(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --N(R²⁰)R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁹ is selected from:hydroxy, C₁ -C₁₀ alkoxy, methylcarbonyloxymethoxy-, ethylcarbonyloxymethoxy-, t-butylcarbonyloxymethoxy-, cyclohexylcarbonyloxymethoxy-, 1-(methylcarbonyloxy)ethoxy-, 1-(ethylcarbonyloxy)ethoxy-, 1-(t-butylcarbonyloxy)ethoxy-, 1-(cyclohexylcarbonyloxy)ethoxy-, i-propyloxycarbonyloxymethoxy-, t-butyloxycarbonyloxymethoxy-, 1-(i-propyloxycarbonyloxy)ethoxy-, 1-(cyclohexyloxycarbonyloxy)ethoxy-, 1-(t-butyloxycarbonyloxy)ethoxy-, dimethylaminoethoxy-, diethylaminoethoxy-, (5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or 1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-; R²⁰ is H or CH₃ ; R²¹ is selected from COOH or NR⁶ ₂ ; and m is 0 or 1; n is 1-4; and t is 0 or
 1. 9. A compound of claim 6 of the Formula IIc or IId: ##STR89## and pharmaceutically acceptable salt forms thereof, wherein: X₁ and X₃ are independently selected from nitrogen or carbon, provided that at least one of X₁ and X₃ is carbon;R¹ is selected from: ##STR90## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl: U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenlylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl); R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ;W is --C(═O)--N(R¹³)--; W is --C(═O)--N(R¹³)--; X is --CH(R¹⁴)--CH(R¹⁵); R¹³ is H or CH₃ ; R¹⁴ is selected from:H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁵ is H or R¹⁶ ; Y is --COR¹⁹ ; R¹⁶ is selected from:--N(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═0)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁹ is selected from:hydroxy, C₁ -C₁₀ alkoxy, methylcarbonyloxymethoxy-, ethylcarbonyloxymethoxy-, t-butylcarbonyloxymethoxy-, cyclohexylcarbonyloxymethoxy-, 1-(methylcarbonyloxy)ethoxy-, 1-(ethylcarbonyloxy)ethoxy-, 1-(t-butylcarbonyloxy)ethoxy-, 1-(cyclohexylcarbonyloxy)ethoxy-, i-propyloxycarbonyloxymethoxy-, t-butyloxycarbonyloxymethoxy-, 1-(i-propyloxycarbonyloxy)ethoxy-, 1-(cyclohexyloxycarbonyloxy)ethoxy-, 1-(t-butyloxycarbonyloxy)ethoxy-, dimethylaminoethoxy-, diethylaminoethoxy-, (5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or 1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-; R²⁰ is H or CH₃ ; R²¹ is selected from COOH or NR⁶ ₂ ; and m is 0 or n 1; n is 1-4; and t is 0 or
 1. 10. A compound of claim 6 of Formula Ib and enantiomeric or diasteriomeric forms thereof, and mixtures of enantiomeric or diasteriomeric forms thereof, and pharmaceutically acceptable salt forms thereof, selected from the group consisting of:3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!-indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-6-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3-(3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3-(1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3-(3-(imidazolin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(tetrahydropyrimid-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(imidazol-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzyloxycarbonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(benzenesulfonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dichlorobenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(3,5-dimethylisoxazol-4-ylsulfonylamino)propionic acid, 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethylbenzenesulfonylamino)propionic acid, 3- 3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(2,6-dimethyl-4-phenylbenzenesulfonylamino)propionic acid, and 3- 1-methyl-3- 3-(pyridin-2-ylamino)propyl!indazol-7-ylcarbonylamino!-2-(4-phenylbenzenesulfonylamino)propionic acid;and ester forms thereof, said esters being chosen from the group consisting of: methyl, ethyl, isopropyl, n-butyl, isobutyl, benzyl, methylcarbonyloxymethyl, ethylcarbonyloxymethyl, tert-butylcarbonyloxymethyl, cyclohexylcarbonyloxymethyl, tert-butyloxycarbonyloxymethyl, dimethylaminoethyl, and diethylaminoethyl.
 11. A compound of Formula Ic: ##STR91## and pharmaceutically acceptable salt forms thereof, wherein: X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;R¹ is selected from: ##STR92## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--; A¹ and B¹ are independently --CH₂ -- or --N(R³)--; D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --; E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --; J, K, L and M are independently selected from --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--; R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl; (C₁ -C₆ alkyl)aminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, or arylcarbonyl, C₁ -C₆ alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, or aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro; R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, arylcarbonyl, oralternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ; U is selected from:--(CH₂)_(n) --, --(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) -- --(CH₂)_(n) (C.tbd.C)(CH₂)_(m) -- --(CH₂)_(t) Q(CH₂)_(m) -- --(CH₂)_(n) O(CH₂)_(m) --, --(CH₂)_(n) N(R⁶)(CH₂)_(m) --, --(CH₂)_(n) C(═O)(CH₂)_(m) --, --(CH₂)_(n) (C═O)N(R⁶)(CH₂)_(m) -- --(CH₂)_(n) N(R⁶)(C═O)(CH₂)_(m) --, or --(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-cycloalkylene, 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, 2,4-pyridinylene, or 3,4-pyridazinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-; R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, NO₂ , hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is selected from:--(C(R¹²)₂)_(q) C(═O)N(R¹³)--, or --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --; X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--; oralternatively, W and X can be taken together to be ##STR93## R¹² is selected from: H, halogen, C₁ -C₆ alkyl, C₂ -C₆ alkenyl, C₂ -C₆ alkynyl, C₃ -C₇ cycloalkyl, C₄ -C₁₀ cycloalkylalkyl, (C₁ -C₄ alkyl)carbonyl, aryl, or aryl(C₁ -C₆ alkyl)-; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-; R¹⁴ is selected from:H, C₁ -C₆ alkylthio(C₁ -C₆ alkyl)-, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, or CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ; R¹⁵ is selected from:H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, (C₁ -C₁₀ alkyl)carbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₁ -C₁₀ alkenyl, C₁ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ; Y is selected from:--COR¹⁹, --SO₃ H, --PO₃ H, tetrazolyl, --CONHNHSO₂ CF₃, --CONHSO₂ R¹⁷, --CONHSO₂ NHR¹⁷, --NHCOCF₃, --NHCONHSO₂ R¹⁷, --NHSO₂ R¹⁷, --OPO₃ H₂, --OSO₃ H, --PO₃ H₂, --SO₃ H, --SO₂ NHCOR¹⁷, --SO₂ NHCO₂ R¹⁷, ##STR94## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁸ is selected from:H, --C(═O)--O--R¹⁷, --C(═O)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ; R¹⁹ is selected from hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, aryloxy, aryl(C₁ -C₆ alkoxy)-, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-; R²⁰ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0-4; n is 0-4; p is 0-2; q is 0-2; and r is 0-2;with the following provisos: (1) t, n, m and q are chosen such that the number of atoms connecting R¹ and Y is in the range of 10-14; and (2) n and m are chosen such that the value of n plus m is greater than one unless U is --(CH₂)_(t) Q(CH₂)_(m) --.
 12. A compound of claim 11 of the Formula Ic: ##STR95## and pharmaceutically acceptable salt forms thereof wherein: X¹, X², X³, and X⁴ are independently selected from nitrogen or carbon provided that at least two of X¹, X², X³ and X⁴ are carbon;R¹ is selected from: ##STR96## A and B are independently --CH₂ --, --O--, --N(R²)--, or --C(═O)--; A¹ and B¹ are independently --CH₂ -- or --N(R³)--; D is --N(R²)--, --O--, --S--, --C(═O)-- or --SO₂ --; E--F is --C(R⁴)═C(R⁵)--, --N═C(R⁴)--, --C(R⁴)═N--, or --C(R⁴)₂ C(R⁵)₂ --; J, K, L and M are independently selected from: --C(R⁴)--, --C(R⁵)-- or --N--, provided that at least one of J, K, L and M is not --N--; R² is selected from: H, C₁ -C₆ alkyl, (C₁ -C₆ alkyl)carbonyl, (C₁ -C₆ alkoxy)carbonyl, C₁ -C₆ alkylaminocarbonyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, heteroaryl(C₁ -C₆ alkyl)carbonyl, heteroarylcarbonyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)carbonyl, arylcarbonyl, alkylsulfonyl, arylsulfonyl, aryl(C₁ -C₆ alkyl)sulfonyl, heteroarylsulfonyl, heteroaryl(C₁ -C₆ alkyl)sulfonyl, aryloxycarbonyl, aryl(C₁ -C₆ alkoxy)carbonyl, wherein said aryl groups are substituted with 0-2 substituents selected from the group consisting of C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, CF₃, and nitro; R³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R⁴ and R⁵ are independently selected from: H, C₁ -C₄ alkoxy, NR² R³, halogen, NO₂, CN, CF₃, C₁ -C₆ alkyl, C₃ -C₆ alkenyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, C₂ -C₇ alkylcarbonyl, arylcarbonyl oralternatively, when substituents on adjacent atoms, R⁴ and R⁵ can be taken together with the carbon atoms to which they are attached to form a 5-7 membered carbocyclic or 5-7 membered heterocyclic aromatic or non-aromatic ring system, said carbocyclic or heterocyclic ring being optionally substituted with 0-2 groups selected from: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, halo, cyano, amino, CF₃, or NO₂ ; U is selected from:--(CH₂)_(n) --, --(CH₂)_(n) (CR⁷ ═CR⁸)(CH₂)_(m) -- --(CH₂)_(t) Q(CH₂)_(m) --, --(CH₂)_(n) O(CH₂)_(m) --, --(CH₂)_(n) N(R⁶)(CH₂)_(m) --, --(CH₂)_(n) C(═O)(CH₂)_(m) --, or --(CH₂)_(n) S(O)_(p) (CH₂)_(m) --;wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ and R⁸ are independently selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₀ -C₆ alkyl)-; R⁹ is selected from: H, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₆ alkenyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from: H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--(C(R¹²)₂)_(q) --; X is --C(R¹²)(R¹⁴)--C(R¹²)(R¹⁵)--;alternatively, W and X can be taken together to be ##STR97## R¹² is H or C₁ -C₆ alkyl; R¹³ is selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkylmethyl, or aryl(C₁ -C₆ alkyl)-; R¹⁴ is selected from:H, C₁ -C₆ alkylthioalkyl, aryl(C₁ -C₁₀ alkylthioalkyl)-, aryl(C₁ -C₁₀ alkoxyalkyl)-, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₆ hydroxyalkyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-1 R¹⁶ or 0-2 R¹¹ ; R¹⁵ is selected from:H, R¹⁶, C₁ -C₁₀ alkyl, C₁ -C₁₀ alkoxyalkyl, C₁ -C₁₀ alkylaminoalkyl, C₁ -C₁₀ dialkylaminoalkyl, C₁ -C₁₀ alkylcarbonyl, aryl(C₀ -C₆ alkyl)carbonyl, C₂ -C₁₀ alkenyl, C₂ -C₁₀ alkynyl, C₃ -C₁₀ cycloalkyl, C₃ -C₁₀ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, heteroaryl(C₁ -C₆ alkyl)-, aryl, heteroaryl, CO₂ R¹⁷, C(═O)R¹⁷, CONR¹⁷ R²⁰, SO₂ R¹⁷, or SO₂ NR¹⁷ R²⁰, provided that any of the above alkyl, cycloalkyl, aryl or heteroaryl groups may be unsubstituted or substituted independently with 0-2 R¹¹ ; Y is selected from: ##STR98## R¹⁶ is selected from: --N(R²⁰)--C(═O)--O--R¹⁷,--N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁸ is selected from:H, --C(═O)--O--R¹⁷, --C(═O)--R¹⁷, --C(═O)--NH--R¹⁷, --SO₂ --R¹⁷, or --SO₂ --NR²⁰ R¹⁷ ; R¹⁹ is selected from: hydroxy, C₁ -C₁₀ alkyloxy, C₃ -C₁₁ cycloalkyloxy, C₆ -C₁₀ aryloxy, C₇ -C₁₁ aralkyloxy, C₃ -C₁₀ alkylcarbonyloxyalkyloxy, C₃ -C₁₀ alkoxycarbonyloxyalkyloxy, C₂ -C₁₀ alkoxycarbonylalkyloxy, C₅ -C₁₀ cycloalkylcarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonyloxyalkyloxy, C₅ -C₁₀ cycloalkoxycarbonylalkyloxy, C₇ -C₁₁ aryloxycarbonylalkyloxy, C₈ -C₁₂ aryloxycarbonyloxyalkyloxy, C₈ -C₁₂ arylcarbonyloxyalkyloxy, C₅ -C₁₀ alkoxyalkylcarbonyloxyalkyloxy, C₅ -C₁₀ (5-alkyl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, C₁₀ -C₁₄ (5-aryl-1,3-dioxa-cyclopenten-2-one-yl)methyloxy, or (R¹¹)(R¹²)N--(C₁ -C₁₀ alkoxy)-; R²⁰ selected from: H, C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl(C₁ -C₆ alkyl)-, or heteroaryl(C₁ -C₆ alkyl)-; R²¹ is selected from COOH or NR⁶ ₂ ; m is 0-4; n is 0-4; t is 0-4; p is 0-2; q is 0-2; and r is 0-2.
 13. A compound of claim 11 of the Formula IIe or IIf: ##STR99## and pharmaceutically acceptable salt forms thereof, wherein: R¹ is selected from: ##STR100## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl;U is --(CH₂)_(n) --, --CH₂)_(t) Q(CH₂)_(m) -- or --(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ is selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ is selected from: C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl); R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--; X is --CH(R¹⁴)--CH(R¹⁵)--; R¹³ is H or CH₃ ; R¹⁴ is selected from:H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁵ is H or R¹⁶ ; is --COR¹⁹ ; R¹⁶ is selected from:--NH(R²⁰)--C(═O)--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --N(R²⁰)R¹⁷ ; ¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁹ is selected from:hydroxy, C₁ -C₁₀ alkoxy, methylcarbonyloxymethoxy-, ethylcarbonyloxymethoxy-, t-butylcarbonyloxymethoxy-, cyclohexylcarbonyloxymethoxy-, 1-(methylcarbonyloxy)ethoxy-, 1-(ethylcarbonyloxy)ethoxy-, 1-(t-butylcarbonyloxy)ethoxy-, 1-(cyclohexylcarbonyloxy)ethoxy-, i-propyloxycarbonyloxymethoxy-, t-butyloxycarbonyloxymethoxy-, 1-(i-propyloxycarbonyloxy)ethoxy-, 1-(cyclohexyloxycarbonyloxy)ethoxy-, 1-(t-butyloxycarbonyloxy)ethoxy-, dimethylaminoethoxy-, diethylaminoethoxy-, (5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or 1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-; R²⁰ is H or CH₃ ; R²¹ is selected from COOH or NR⁶ ₂ ; and m is 0 or 1; n is 1-4; and t is 0 or
 1. 14. A compound of claim 11 of the Formula IIe or IIf: ##STR101## and pharmaceutically acceptable salt forms thereof, wherein: R¹ is selected from: ##STR102## wherein the above heterocycles are optionally substituted with 0-2 substituents selected from the group consisting of: NH₂, halogen, NO₂, CN, CF₃, C₁ -C₄ alkoxy, C₁ -C₆ alkyl, and C₃ -C₇ cycloalkyl:U is --(CH₂)_(n) --, --(CH₂)_(t) Q(CH₂)_(m) -- or --C(═O)(CH₂)_(n-1) --, wherein one of the methylene groups is optionally substituted with R⁷ ; Q is selected from 1,2-phenylene, 1,3-phenylene, 2,3-pyridinylene, 3,4-pyridinylene, or 2,4-pyridinylene; R⁶ selected from: H, C₁ -C₄ alkyl, or benzyl; R⁷ is selected from C₁ -C₆ alkyl, C₃ -C₇ cycloalkyl, C₄ -C₁₁ cycloalkylalkyl, aryl, aryl(C₁ -C₆ alkyl), heteroaryl, or heteroaryl(C₁ -C₆ alkyl); R⁹ is selected from: H, --SO₂ R¹⁷, --SO₂ NR¹⁷ R²⁰, C₁ -C₆ alkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₃ -C₇ cycloalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, C₄ -C₁₁ cycloalkylalkyl substituted with 0-1 R¹⁵ or 0-1 R²¹, aryl substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹, or aryl(C₁ -C₆ alkyl)- substituted with 0-1 R¹⁵ or 0-2 R¹¹ or 0-1 R²¹ ; R¹¹ is selected from H, halogen, CF₃, CN, NO₂, hydroxy, NR² R³, C₁ -C₄ alkyl substituted with 0-1 R²¹, C₁ -C₄ alkoxy substituted with 0-1 R²¹, aryl substituted with 0-1 R²¹, aryl(C₁ -C₆ alkyl)- substituted with 0-1 R²¹, (C₁ -C₄ alkoxy)carbonyl substituted with 0-1 R²¹, (C₁ -C₄ alkyl)carbonyl substituted with 0-1 R²¹, C₁ -C₄ alkylsulfonyl substituted with 0-1 R²¹, or C₁ -C₄ alkylaminosulfonyl substituted with 0-1 R²¹ ; W is --C(═O)--N(R¹³)--; W is --C(═O)--N(R¹³)--; X is --CH(R¹⁴)--CH(R¹⁵)--; R¹³ is H or CH₃ ; R¹⁴ is selected from:H, C₁ -C₁₀ alkyl, aryl, or heteroaryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁵ is H or R¹⁶ ; Y is --COR¹⁹ ; R¹⁶ is selected from:--NH(R²⁰)--C(═O--O--R¹⁷, --N(R²⁰)--C(═O)--R¹⁷, --N(R²⁰)--C(═O)--NH--R¹⁷, --N(R²⁰)SO₂ --R¹⁷, or --N(R²⁰)SO₂ --NR²⁰ R¹⁷ ; R¹⁷ is selected from:C₁ -C₁₀ alkyl, C₃ -C₁₁ cycloalkyl, aryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)aryl, heteroaryl(C₁ -C₆ alkyl)-, (C₁ -C₆ alkyl)heteroaryl, biaryl(C₁ -C₆ alkyl)-, heteroaryl, or aryl, wherein said aryl or heteroaryl groups are optionally substituted with 0-3 substituents selected from the group consisting of: C₁ -C₄ alkyl, C₁ -C₄ alkoxy, aryl, heteroaryl, halo, cyano, amino, CF₃, and NO₂ ; R¹⁹ is selected from:hydroxy, C₁ -C₁₀ alkoxy, methylcarbonyloxymethoxy-, ethylcarbonyloxymethoxy-, t-butylcarbonyloxymethoxy-, cyclohexylcarbonyloxymethoxy-, 1-(methylcarbonyloxy)ethoxy-, 1-(ethylcarbonyloxy)ethoxy-, 1-(t-butylcarbonyloxy)ethoxy-, 1-(cyclohexylcarbonyloxy)ethoxy-, i-propyloxycarbonyloxymethoxy-, t-butyloxycarbonyloxymethoxy-, 1-(i-propyloxycarbonyloxy)ethoxy-, 1-(cyclohexyloxycarbonyloxy)ethoxy-, 1-(t-butyloxycarbonyloxy)ethoxy-, dimethylaminoethoxy-, diethylaminoethoxy-, (5-methyl-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (5-(t-butyl)-1,3-dioxacyclopenten-2-on-4-yl)methoxy-, (1,3-dioxa-5-phenyl-cyclopenten-2-on-4-yl)methoxy-, or 1-(2-(2-methoxypropyl)carbonyloxy)ethoxy-; R²⁰ is H or CH₃ ; R²¹ is selected from COOH or NR⁶ ₂ ; and m is 0 or 1; n is 1-4; and t is 0 or
 1. 15. A method for the treatment of cancer metastasis, diabetic retinopathy, neovascular glaucoma, thrombosis, restenosis, osteoporosis, or macular degeneration which comprises administering to a host in need of such treatment a therapeutically effective amount of a compound of any one of claims 1-14.
 16. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound of any one of claims 1-14. 